Amino Acids (AA)

<p>Applications Butyl 4-methylbenzenesulfonate (cas# 778-28-9) is a useful research chemical.<br></p>

<p>Applications Substrate for TenA enzyme in the thiamin salvage pathway<br>References Jenkins, A., et al.: Nat. Chem. Biol., 3, 492 (2007), Jenkins, A., et al.: Bioorg. Chem., 36, 29 (2008),<br></p>

<p>Applications (2S,4R)-4-Hydroxy-L-glutamic Acid is a metabolite of Glutamic acid (G596960).<br>References Hampson, D., et al.: J. Biol. Chem., 274, 33488 (1999), Jensen, A., et al.: Eur. J. Pharmacol., 397, 247 (2000),<br></p>

<p>Applications (4-Hydroxyphenyl)glycine, is a key intermediate for the synthesis Cefpiramide (C243400), used as a β-lactam antibiotic.<br>References Xiao, R. Q., et al.: Guangzhou Huagong, 41, 111 (2013);<br></p>

<p>Stability Hygroscopic<br>Applications 4-(4-Methylpiperazinomethyl)benzoic Acid, Dihydrochloride (cas# 106261-49-8) is a compound useful in organic synthesis.<br></p>

<p>Applications 2-Methoxypropanol is a susbtance used in the relative parameter sensitivity in prenatal toxicity studies with substances classified as developmental toxicants. Also applied in the studies for the analysis of volatile organic compounds in cigarette packaging materials by SPME-GC/MS.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Rorije, E., et al.: Reprod. Toxicol., 34, 284 (2012); Hong, W, et al.: Fujian Fenxi Ceshi, 19, 24 (2010)<br></p>

<p>Applications N-Epsilon-acetyl-l-lysine is used in the metabolomics study on the combined effect of cocaine and ethanol via liquid chromatography-mass spectrometry metabolomics approach.<br>References Sanchez-Lopez, E., et al.: J. Pharm. Biomed. Anal., 140, 313 (2017)<br></p>

<p>Applications Useful in the study of tyrosine-phosphorylation, which has been linked with the malignant transformation of cells by some RNA tumour viruses.<br>References Sefton, B.M., et al.: Cell, 20, 807 (1980), Erikson, R., et al.: Perspect. Virol., 11, 93 (1981), Lee, E-S, et al.: J. Org. Chem., 59, 2086 (1994)<br></p>

<p>Applications (±)-Aspartic Acid, is a non-essential amino acid found in food sources. Its conjugate base D-aspartate has potential use as a a therapeutic agent in the treatment of schizophrenia-related symptoms.<br>References Errico, F. et al.: J. Neurosci., 28, 10404 (2008); Denu, J.M. et al.: Biochem., 34, 3396 (1995); Chen, P.E. et al.: Mol. Pharmacol., 67, 1470 (2005);<br></p>

<p>Applications 1-(2-Chloroethoxy)-2-methoxy benzene, is an impurity of Carvedilol (C184625), a nonselective β-adrenergic blocker with α1-blocking activity. Carvedilol is an antihypertensive used in the treatment of congestive heart failure.<br>References Hirohashi, M., et al.: Arzneim.-Forsch., 40, 735 (1990); Packer, M., et al.: N. Engl. J. Med., 334, 1349 (1996);<br></p>

<p>Applications N-Acetyl-L-cystine is an antioxidant, used in the treatment of influenza A virus pandemic (1). N-Acetyl-L-cystine promotes fertilization by reducing disulfide bonds in zona pellucida of mouse (2).Releases N-Acetyl-L-cysteine, which is an antidote for paracetamol poisoning.<br>References (1) Zhang, R., et al.: (2014) Int. Immunopharmacol. 22: 1-8 (2) Takeo, T., et al.: Biol Reprod. (2015) 92: 1-7<br></p>

<p>Applications N-Jasmonyl-L-Isoleucine (Mixture of Diastereomers) is a plant horomone.<br>References Chen, Y., Chen, Z.: J. Separation Sci., 36, 892 (2013)<br></p>

<p>Applications 4-Aminobutyl-d8 Guanidine is the labelled analog of the decarboxylation product of the amino acid arginine (A769500) and also an intermediate in polyamine biosynthesis.<br>References Golding, B.T., et al.: Biochem. Soc. Trans., 22, 391S (1994);<br></p>

<p>Applications L-Arginine-2,3,3,4,4,5,5-d7 HCl (CAS# 204244-77-9) is a useful isotopically labeled research compound. It can be used with Raman scattering for imaging living cells and organisms.<br>References Min, W., et al., PCT Int. Appl. (2014), WO 2014205074 A2<br></p>

<p>Applications A non-essential amino acid found in food sources and dietary supplements. Its conjugate base D-aspartate has potential use as a a therapeutic agent in the treatment of schizophrenia-related symptoms.<br>References Errico, F. et al.: J. Neurosci., 28, 10404 (2008); Denu, J.M. et al.: Biochem., 34, 3396 (1995); Chen, P.E. et al.: Mol. Pharmacol., 67, 1470 (2005);<br></p>

<p>Applications An endogenous antidiuretic hormone in most mammalian species. It is released into the blood from nerve terminals in the posterior pituitary and median eminence. It is a neurotransmitter in the central nervous system and also implicated in a variety of physiological processes such as regulating water balance by antidiuretic action. It is a peptidic V1a receptor agonist that produces vasoconstriction via V1aR-mediated vascular smooth muscle cell contraction and is being used to increase blood pressure in septic shock, a form of vasodilatory hypotension.<br>References Perucca, J. et al.: J. AM. Soc. Nephrol., 19, 1721 (2008); Toba, K. et al.: Prog. Brain Res., 119, 337 (1998); Berrada, K. et al.: J. Biol. Chem., 275, 27229 (2000);<br></p>

<p>M02979 - H-Glu-OH</p>

<p>Stability Hygroscopic<br>Applications 2,2-Diselanediyldiethanamine dihydrochloride (cas# 3542-13-0) is a useful research chemical.<br></p>

<p>Stability Very Hygroscopic<br>Applications Hydroxyisovaleroyl Carnitine is used as a diagnostic tool to identify the presence of orofacial clefts. Also used in the screening and diagnostics of inborn errors of metabolism.<br>References Denes, J. et al.: Anal. Chem., 84, 10113 (2012); Budner, M. et al.: Arch. Oral. Biol., 58, 459 (2013);<br></p>

<p>Applications L-2-Aminobutyric Acid-d6 is the isotope labelled analog of L-2-Aminobutyric Acid (A602930); a receptor antagonist.<br>References Porter, D.J.T., et al.: Biochem. Pharmacol., 50, 1475 (1995)<br></p>

<p>Applications 2-(Acetylamino)-3-(phenylthio)propanoic acid is a useful chemical in research.<br></p>

<p>Applications A labelled metabolite of Crotonaldehyde.<br>References Gray, J.M., et al.: Xenobiotica, 1, 55 (1971), Chung, F., et al.: Mutat. Res., 424, 71 (1999), Smith, C., et al.: Food Chem. Toxicol., 38, 637 (2000), Pan, J., et al.: Chem. Res. Toxicol., 15, 367 (2002),<br></p>

<p>Applications (±)-3-Amino-iso-butyric-2,3,3-d3 Acid is the labeled version of DL-3-Aminoisobutyric Acid (A603043(P)), which is a useful compound for suppressing atherosclerosis in apolipoprotein E-knockout mouse.<br>References Shimba, Y., et al.: Bio. Pharma. Bull., 43, 1016 (2020)<br></p>

<p>Stability Hygroscopic<br>Applications Used in peptide N-terminal amino acid determination.<br>References Prota, G., et al.: Biochimie, 53, 51 (1971),<br></p>

<p>Applications N-[(Benzyloxy)carbonyl]glycylglycine is a reagent in the synthesis of Glycylglycyl-L-tyrosine (G718500), which is a fungal tyrosinases and their capability to oxidize peptide-bound tyrosine residues is important in a view of applicability of tyrosinases.<br>References Bowness, J., et al.: Biochem. J., 53, 620 (1953), Cuff, M., et al.: J. Mol. Biol., 278, 855 (1998), Kubo, I., et al.: Bioorg. Med. Chem., 12, 5349 (2004),<br></p>

<p>Applications N-Methyldiethanolamine-13C,d3 Hydrochloride is isotopically labelled salt form of N-Methyldiethanolamine (M301625), which is used as a reagent in the synthesis of broad-spectrum antimicrobial polycarbonate hydrogels with fast degradability. It is also used as a reagent in the synthesis of dihydroxy quaternary ammonium salts with long chain alkyl bromides that can exhibit antibacterial and antifungal activity.<br>References Pascual, A., et al.: Biomacromolecules, 16, 1169 (2015); Liu, W., et al.: Chem. Biol. Drug Des., 85, 91 (2015);<br></p>

<p>Applications Pipecolic acid is involved in synaptic transmission in the central nervous system.<br>References Nomura Y., et al.: Neurochem. Res., 6, 391 (1981),<br></p>

<p>Applications 3-Hydroxy-4-methoxycinnamic acid, trans-Isoferulic acid<br></p>

<p>Applications L-Aspartic Acid is a non-essential amino acid found in food sources. L-Aspartic Acid is one of the 20 proteinogenic amino acids; the building blocks of proteins. Its conjugate base L-aspartate is an excitatory neurotransmitter in the central nervous system.<br>References Ager, D.J. et al.: J. Mol. Catal. Enzym., 11, 199 (2001); Velisek, J. et al.: Cze. J. Food. Sci., 24, 1 (2006); Nagahama, M. et al.: Cell Tiss. Res., 318, 483 (2004);<br></p>

<p>Applications N-Boc-propargylamine is used in the preparation of triazolobenzylidene-thiazolopyrimidines which act as CDC25 phosphatase inhibitors. Also used in the synthesis of β-glucan polysaccharide analogs.<br>References Duval, R. et al.: J. Comb. Chem., 11, 947 (2009); Tanaka, H. et al.: Tetrahedron Lett., 53, 4104 (2012);<br></p>

<p>Applications L-Leucic Acid is a reagent in the synthesis of cryptophycins based macrocyclic depsipeptides which are used as tubulin inhibitors.<br>References Kumar, A., et al.: Eur. J. Med. Chem., 93, 55 (2015)<br></p>

<p>Applications S-Phenylmercapturic Acid-d5 is the labelled analogue of S-Phenylmercapturic Acid (P335600), an important metabolite of Benzene.<br>References Qu, Q., et al.: Am. J. Ind. Med., 37, 522 (2000); Ghittori, S., et al.: Int. Arch. Occup. Environ. Health, 67, 195 (1995);<br></p>

<p>Applications Hydroxyprolines are valuable chiral building blocks for organic synthesis of pharmaceuticals. Several microorganisms producing proline trans-4- and cis-3-hydroxylase were discovered and these enzymes were applied to the industrial production of trans-4- and cis-3-hydroxy-L-proline.<br>References Lawrence, C., et al.: Biochem. J., 313, 185 (1996), Mori, H., et al.: J. Bacteriol., 179, 5677 (1997), Clifton, I., et al.: Eur. J. Biochem., 268, 6625 (2001),<br></p>

<p>Applications L-Methionine-3,3,4,4-d4 (CAS# 67866-75-5) is a useful isotopically labeled research compound.<br></p>

<p>Impurity Levodopa EP Impurity A; Levodopa USP Related Compound A<br>Stability Hygroscopic<br>Applications 6-Hydroxy-L-DOPA (Levodopa EP Impurity A; Levodopa USP Related Compound A) is the 6-hydroxy derivative of the amino acid L-DOPA (D533751) with neurotoxic properties. Studies show that exogenously administered 6-Hydroxy-L-DOPA is biotransformed by amino acid decarboxylase to the highly potent and catecholamine-selective neurotoxin, 6-Hydroxydopamine. The treatment of 6-Hydroxy-L-DOPA in rats resulted in the stimulation of acetylcholinesterase.<br>References Jaim-Etcheverry, G. et al.: Brain Res., 100, 699 (1975); Kostrzewa, R.M. et al.: Amino Acids, 14, 175 (1998); Berthet, A. et al.: J. Neurosci., 29, 4829 (2009);<br></p>

<p>Applications DL-Cystine-2,2',3,3,3',3'-d6 (CAS# 352431-53-9) is a useful isotopically labeled research compound.<br></p>

<p>Stability Very Hygroscopic<br>Applications A component of elastin. It can be measured in all body fluids as biomarkers for in vivo degradation of matrix tissue elastin in man and animals.<br>References Sato, F., et al.: Clin. Biochem., 39, 746 (2006), Koenders, M., et al.: J. Pathol., 218, 446 (2009), Ma, S. et al.: J. Chrom. Anal. Tech. Biomed. Life Sci., 879, 1893 (2011),<br></p>

<p>Applications An essential amino acid for human development. Precursor for nitric oxide. Ammonia detoxicant (hepatic failure); diagnostic aid (pituitary function).<br>References Miura, T., et al.: Anal. Biochem., 139, 432 (1984), Jones, et al.: Adv. Enzyme Regul., 9, 19 (1970), Borders, C.L., et al.: Protein. Sci., 3, 541 (1994),<br></p>

<p>Applications A naturally occurring nitrostable secondary amine found in tabacco smoke condensate.<br>References Singer, G.M. et al.: J. Agric. Food Chem. 24, 553(1976); Bush, L. P. et al.: Can. J. Plant Sci. 50, 289(1970).<br></p>

<p>Applications Boc-His(Trt)-OH was used in the study to prepare and study structure-activity relationship of amino acid amides as selective inhibitors for dipeptidyl peptidases.<br>References Senten, K., et al.: J. Med. Chem., 46, 5005 (2003);<br></p>

<p>Applications Labelled analogue of an essential amino acid found in naturally produced peptides. Unlike its stereoisomer, L-tryptophan, it is not used in structural or enzyme proteins.<br>References Karunakaran, S.et al.: Bochem. J., 414, 343 (2008); Pallaghy, P.K. et al.: Biochem., 38, 11553 (1999);<br></p>

<p>Applications Glycyl-D-phenylalanine (cas# 34258-14-5) is a useful research chemical.<br></p>

<p>Applications Protected L-Tyrosine (T899975), an amino acid, used by cells to synthesize proteins. L-Tyrosine is biologically converted from L-phenylalanine and is in turn is converted to L-DOPA and further converted into the neurotransmitters: dopamine, norepinephrine, and epinephrine.<br>References Rasmussen D.D. et al.: J. Clin. Endocrinol. Metab., 57, 760 (1983); Bagchi, S.P. et al.: Biochem. Pharmacol., 26, 900 (1977)<br></p>

<p>Stability Hygroscopic<br>Applications Dityrosine (DY), a tyrosine dimer formed by 3,3’-biaryl bond formation can be used as a biomarker to detect oxidative protein damage and selective proteolysis. Fluorescence intensity decays of Dityrosine are generally characterized by two decay components, one with a lifetime in the range of 150 to 800 ps and another between 2.5 and 4.5 ns.<br>References Libertini, L., et al.: Biophys. J., 47, 765 (1985), Huggins, T., et al.: J. Biol. Chem., 268, 12341 (1993), Malencik, D., et al.: Biochemistry, 35, 4375 (1996),<br></p>

<p>Applications A labelled marker for peroxynitrite. Oxidant and cytotoxic agent.<br>References Sekiguchi, M., et al.: Brain Res., 978, 228 (2003), van den Tweel, E., et al.: J. Neurobiol., 167, 64 (2005), Shirakura, T., et al.: Biol. Pharm. Bull., 28, 1658 (2005),<br></p>

<p>Applications Deuterated Repaglinide, a non-sulfonylurea oral hypoglycemic agent which is used as an antidiabetic.<br>References Wolffenbuttel, B.H.R., et al.: Eur. J. Clin. Pharmacol., 45, 113 (1993), Ampudia-Blasco, F.J., et al.: Diabetologia, 37, 703 (1994),<br></p>

<p>Applications L-Thioproline is used to create a monolayer on gold electrodes for the determination Copper(II). L-Thioproline has shown to be an effect inhibitor of proline absorption in Saccharomyces chevalieri.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Cui, X., et. al.: Sci. China Chem., 53, 257 (2010); Magana-Schwenchke, N., Schwencke, J.: BBA-Biomembranes, 173, 313 (1969)<br></p>

<p>Applications D-Arginine is an unnatural isomer of L-Arginine (A769505), and is used to inhibit glutamate-induced nitric oxide production in rats. Derivatives of D-Arginine are used for pharmaceutical purposes, one example is 1-Deamino-8-D-arginine vasopressin, which is used to treat various bleeding disorders.<br>References Castellano, M., et al.: Neurosci. Lett., 314, 127 (2001); Kobrinsky, N., et al.: Lancet, 323, 1145 (1984); Weyrich, A., et al.: Circulation, 86, 279 (1992)<br></p>

<p>Applications α-Methyl-L-phenylalanine is used to prepare hippuryl-α-methylphenylalanine and hippuryl-α-methylphenyllactic acid as substrates for carboxypeptidase A. It is also used in the synthesis of high affinity tachykinin NK2 receptor antagonists.<br>References Lee, M., et al.: Bioorg. Med. Chem., 8, 815 (2000); Boyle, S., et al.: Bioorg. Med. Chem., 2, 101 (1994)<br></p>

<p>Applications 4-(1-Methylethyl)benzoic Acid is used in the synthesis of quinuclidine benzamides as agonists for nicotinic acetylcholine receptors. Also used in the synthesis of nifuroxazide analogues showing antimicrobial activity against methicillin-resistant Staphylococcus.<br>References Bodnar, A. et al.: J. Med. Chem., 48, 905 (2005); Masunari, A. et al.: Bioorg. Med. Chem. Lett., 15, 4229 (2007);<br></p>

<p>Applications (R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.<br></p>

<p>Applications Indole-3-acetic-L-alanine is a derivative of the phytohormone indole-3-acetic acid (I577340) used in studies for the isolation and characterization of Arabdopsis thaliana mutants.<br>References Rampey, R.A., et al.: G3 (Bethesda), 3, 131-141 (2013)<br></p>

<p>Applications N-Acetyl-L-alanine is used as a biomarker for prostate cancer.<br>References Jansen, R., et al.: Clin. Biochem., 38, 362 (2005),<br></p>

<p>Applications H-L-METHR-OH (cas# 2812-28-4) is a useful research chemical.<br></p>

<p>Applications 6-Methyl-2-heptanol is an intermediate used to prepare tri- and tetrasubstituted imidazoles as highly potent and specific ATP-​mimetic inhibitors of p38 MAP kinase.<br>References Laufer, S., et al.: J. Med. Chem., 51, 4122 (2008)<br></p>

<p>Stability Moisture Sensitive<br>Applications An inhibitor of alkaline phosphatase isoenzymes. An analog of Homoarginine (H585000).<br>References Muth, W., et al.: J. Biol. Chem., 249, 7463 (1974), Hanukoglu, I., et al.: Eur. J. Biochem., 180, 479 (1989), Khaw, L., et al.: J. Bacteriol. 180, 809 (1998), Gallagher, D., et al.: J. Mol. Biol., 342, 119 (2004),<br></p>

<p>Applications N-Acetyl-S-benzyl-d5-L-cysteine is deuterium labelled N-Acetyl-S-benzyl-L-cysteine, which is a metabolite of toluene.<br>References Gargas, M., et al.: Toxicol. Appl. Pharmacol., 98, 87 (1989), Commandeur, J., et al.: Pharmacol. Rev., 47(2), 271 (1995), Campo, P., et al.: Neurotoxicol. Teratol., 21, 427 (1999), Lohse, C., et al.: J. Agr. Food Chem., 48, 5913 (2000),<br></p>

<p>Applications A metabolite of Crotonaldehyde.<br>References Gray, J.M., et al.: Xenobiotica, 1, 55 (1971), Chung, F., et al.: Mutat. Res., 424, 71 (1999), Smith, C., et al.: Food Chem. Toxicol., 38, 637 (2000), Pan, J., et al.: Chem. Res. Toxicol., 15, 367 (2002),<br></p>

<p>Applications N-Carbamyl-L-glutamic Acid has been shown to have protective effects against ammonia intoxication and is used in the treatment of acute hyperammonemia.<br>References Paik, W.K. et al.: Life Sci., 15, 1189 (1974); O'Connor, J.E. et al.: Eur. J. Pediat., 148, 540 (1989); Lee, J.H. et al.: Biochem. Biophys. Res. Chem., 248, 391 (1998);<br></p>

<p>Stability Hygroscopic<br>Applications 3-Indolepropionic-d2 acid is deuterium labelled 3-Indolepropionic acid (I627170). 3-Indolepropionic acid is a deamination product of Tryptophan (T947200) that protects the hippocampus (studied in gerbils) from ischemic damage and oxidative stress. It’s ability to protect the neurons in this way is attributed to its potent antioxidative effects. 3-Indolepropionic acid is also hypothesized to have protective effects on the thyroid gland.<br>References Hwang, I., et al.: J. Neurosci. Res., 87, 2126 (2009); Karbownik, M., et al.: J. Cell. Biochem., 95, 131 (2005)<br></p>

<p>Applications L-(+)-2-Phenylglycine is a derivative of Glycine (G615990), the smallest of all the amino acids, and is also used to treat schizophrenia, stroke, and benign prostatic hyperplasia. L-(+)-2-Phenylglycine is also used as an N-linked side chain of an SMTP (Stachybotrys microspora tripenyl phenols) congener, which was potent in enhancing plasminogen activation in S. microspora.<br>References Gusev, E., et al.: Cerebrovasc. Dis., 10, 49 (2000); Koide, H., et al.: J. Antibiot., 65, 91 (2012); Rosse, R., et al.: Clin. Neuropharmacol., 12, 416 (1989); Tuszynski, G., et al.: Lab. Invest., 70, 228 (1994)<br></p>

<p>Applications Ac-Glu-OMe (cas# 17015-15-5) is a useful research chemical.<br></p>

<p>Applications Labelled 2-Methylbutyrylglycine (M294340). 2-Methylbutyrylglycine is one of the acylglycines, an important class of metabolites that have been used in the diagnosis of several inborn errors of metabolism (IEM).<br>References Costa, C., et al.: J. Pharmaceut. Biomed. Anal., 21, 1215 (2000), Garcia-Villoria, J., et al.: Clin. Biochem., 42, 2 (2009), Scalbert, A., et al.: Metabolomics, 5, 435 (2009),<br></p>

<p>Applications 2-Methyldibenzothiophene, is an alkyldibenzothiophene present in crude oil. Research concerning the biodegradation of Dibenzothiophene by different types of bacteria is a currently being carried out, as these bacteria have the ability to breakdown other harmful PAH’s as well. This may be used in removing spilled oil from marine and terrestrial environments.<br>References Boberg, F., et al.: Erdoel &amp; Kohle, Erdgas, Petrochemie, 47, 187 (1994); Tanaka, Y., et al.: Applied Microbiology and Biotech., 59 (2), 325 (2002); Prince, R., Spill Sci. Tech. Bulletin, 8 (2), 145 (2003);<br></p>

<p>Applications An intermediate in the preparation of Ethosuximide.<br></p>

<p>Stability Hygroscopic<br>Applications Decanoyl-L-carnitine-d3 Chloride is the isotope labelled analog of Decanoyl-L-carnitine Chloride (D212580); a metabolite of L-Carnitine (C184110) which is an essential cofactor of fatty acid metabolism. Also required for the transport of fatty acids through the inner mitochondrial membrane.<br>References Mitchell, M.E., et al.: Am. J. Clin. Nutr., 31, 293 (1978); Lango, R., et al.: Cardiovasc. Res., 51, 21 (2001); Vaz, F.M., et al.: Biochem. J., et al.: 361, 417 (2002); Karlic, H., et al.: Nutrition, 20, 709 (2004)<br></p>

<p>Applications N,O-Dibenzoyl-DL-tyrosyl-N',N'-dipropylamide is a metabolite of the antispasmodic agent Tiropramide (T446900). Tiropramide impurity B.<br>References Janssen, et al.: J. Pharm. Pharmacol., 9, 381 (1956), Bertaccini, et al.: Br. J. Pharmac., 34, 310 (1968),<br></p>