Amino Acids (AA)

<p>Applications A labelled 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 D-Aspartic Acid Dimethyl Ester Hydrochloride is a useful synthetic intermediate in the synthesis of MK-7246 (M425045); a potent and selective CRTH2 antagonist for the treatment of respiratory diseases.<br>References Molinaro, C., et al.: J. Org. Chem., 77, 2299 (2012); Gervais, F.G., et al.: Mol. Pharmacol., 79, 69 (2011); Gallant, M, et al.: Bioorg. Med. Chem. Lett., 21, 288 (2011)<br></p>

<p>Applications Thiodiglycolic Acid-d4 acts as a reagent for the synthesis of metabolites of S-carboxymethyl-L-cysteine and S-methyl-L-Cysteine and of some isotoically labelled (2H, 13C) analogs.<br>References Meese, C. O., et al.: Archiv der Pharmazie, 323, 957 (1990)<br></p>

<p>Applications L-Tyrosine-13C9 ,15N is labelled analogue of L-Tyrosine (T899975), one of the 22 proteinogenic amino acids that are 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>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 1-(2-METHOXYPHENETHYL)PIPERAZINE (cas# 6722-54-9) is a useful research chemical.<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>Stability Hygroscopic<br>Applications Pantothenic Acid is a member of the B complex vitamins; essential vitamin for the biosynthesis of coenzyme A in mammalian cells. Occurs ubiquitously in all animal and plant tissue. The richest common source is liver, but jelly of the queen bee contains 6 times as much as liver. Rice bran and molasses are other good sources.<br>References Gardner, P., et al.: Food Chem., 68, 471 (2000); Ou, B., et al.: J. Agric. Food Chem., 50, 2772 (2002); Bahorun, T., et al.: J. Sci. Food Agric., 84, 1553 (2004)<br></p>

<p>Applications 3’,5’-Diiodo-L-thyronine is a thyroid hormone that has been shown to increase malic enzyme activity, and the activity of glucose-6-phosphate dehydrogenase in teleost Anabas testudineus. Thus, showing short term effect on lipid metabolism.<br>References Davey, K.G.: Insect Biochem. Mol. Bio., 30, 877 (2000); Shameena, B., et. al.: Endocr. Res., 26, 431 (2000)<br></p>

<p>Stability Volatile<br>Applications 1-Chloro-2-methylpropene is a reagent in the synthesis of pyrrolyl and indolyl diketo acids and esters as nucleotide-competitive non-nucleoside inhibitors of terminal deoxynucleotidyl transferase.<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 Costi, R., et al.: J. Med. Chem., 56, 7431 (2013);<br></p>

<p>Applications L-Homocysteine Thiolactone Hydrochloride is used to prepare substituted homocysteine analogs as inhibitors of peptidylglycine α-amidating monooxygenase. It is also used to synthesize (mercaptoacyl)alanylprolines as metalloprotease inhibitors.<br>References Erion, M., et al.: J. Med. Chem., 37, 4430 (1994); Slusarchyk, W., et al.: Bioorg. Med. Chem. Lett., 5, 753 (1995)<br></p>

<p>Applications 3-Ethyl-2-methyl-2-(3-methylbutyl)-oxazolidine is a oxazolidine-based moisture scavenger for use in urethane coatings, sealants and elastomers.<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></p>

<p>Applications (E)-Ethyl 4-Bromo-3-methyl-2-butenoate (cas# 51318-62-8) is a compound useful in organic synthesis.<br></p>

<p>Applications Acetyl-L-carnitine is a mitochondrial metabolite that helps to transport fatty acids into the mitochondria for energy (1). Acetyl-L-carnitine also upregulate metabotropic glutamate receptor 2 (mGlu2) via NF-κB p65 acetylation (2,3). It exhibits antidepressant and neuroprotective properties.<br>References (1) Stephens, F. B., et al.: J Physiol. 581, 431 (2007) (2) Wang, S. M., et al.: J Psychiatr Res. 53, 30 (2014) (3) Cuccurazzu, B., et al.: Neuropsychopharmacology 38, 2220 (2013)<br></p>

<p>Impurity Esomeprazol EP Impurity A/ Omeprazole EP Impurity A<br>Applications 5-Methoxy-2-mercaptobenzimidazole (Esomeprazol EP Impurity A) is used in the synthesis of COX-2 inhibitors<br>References Frechette, S., et al.: Bioorg. Med. Chem. Lett., 18, 1502 (2008), Zhang, R., et al.: Eur. J. Med. Chem., 44, 3771 (2009),<br></p>

<p>Applications 2'-Deoxy-N-methyl-cytidine is a nucleotide derivative used as an analytical reagent.<br>References Dupret, D.: Biomed. Health. Res., 23(Human Genome Analysis), 244-255 (1998)<br></p>

<p>Stability Air Sensitive<br>Applications A metabolite of Methyl Isocyanate.<br>References Slatter, J. G., et al.: Chem. Res. Toxicol., 4, 157 (1991),<br></p>

<p>Applications Ethylenediaminetetraacetic Acid-d16 (CAS# 203805-96-3) is a useful isotopically labeled research compound.<br></p>

<p>Applications 3-Hydroxy-2-methylbutanoic Acid (cas# 473-86-9) is a compound useful in organic synthesis.<br></p>

<p>Stability Hygroscopic<br>Applications CEL and CML are two stable, nonenzymatic chemical modifications of protein lysine residues resulting from glycation and oxidation reactions.<br>References Fu, M.X., et al.: J. Biol. Chem., 271, 9982 (1996), Ahmed M.U., et al.: Biochem.J., 324, 565 (1997), Schleicher, E.D., et al.: J. Clin. Invest., 99, 457 (1997), Shibayama, R., et al.: Diabetes, 48, 1842 (1999),<br></p>

<p>Applications N-Methylsuccinimide is used as a model compound to investigate the mechanism of enolization step by density-functional theory (DFT) calculations. N-Methylsuccinimide is a metabolite of N-methyl-2-pyrrolidone (NMP) and its presence in plasma and urine can be used as a biomarker of exposure to NMP<br>References Takahashi, O., et al.: Chem. Biodivers., 7, 1349 (2010)<br></p>

<p>Impurity Verapamil EP Impurity K<br>Applications (Verapamil EP Impurity K)<br></p>

<p>Applications 1-(4-methyl-3-cyclohexen-1-yl)ethanone is an essential oil found in Cedrus atlantica wood and orange peels.<br>References Uehara, Ayaka, et al.: Phytochemistry, 144, 208-215 (2017); Liu, Bo, et al.: Yancao Keji, (9), 52-56 (2014)<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 2,6-Diaminopimelic Acid is useful in biological studies involving amino acids and amino sugars as molecular indicators of the origins of organic matter in buried tephra soils.<br>References Hobara, S., et al.: Geoderma, 373, 114449 (2020)<br></p>

<p>Applications Useful for the synthesis of Biocytin containing peptides to study the mechanism of reactions catalyzed by biotin - containing enzymes.<br>References Bodanszky, M., and Fagan, D.T.: J. Am. Chem. Soc., 99, 235 (1977)<br></p>

<p>Applications L-Lysine-2,6,6-d3 HCl is a useful isotopically labeled compound of L-Lysine HydrochlorideDISCONTINUED PLEASE SEE L486915 (L468923)<br></p>

<p>Applications 2-Methyl-4,6-bis(octylsulfanylmethyl)phenol (cas# 110553-27-0) is a useful research chemical.<br></p>

<p>Impurity Paliperidone USP Related Compound A<br>Applications 3-Ethyl-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (Paliperidone USP Related Compound A) is used in the synthesis of Paliperidone (P141000). Intermediate.<br>References Rein, A., et al.: Curr. Opin. Drug Discovery Dev., 3, 734 (2000),<br></p>

<p>Applications A substrate for pyroglutamate aminopeptidase. Used for colorimetric determination of pyrrolidonyl peptidase activity in bacteria.<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 Szewczuk, A., et al.: Eur. J. Biochem., 8, 63 (1969), Szewczuk, A., et al.: Anal. Biochem., 39, 268 (1971)<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 2-amino-5-methylhexanoic acid (cas# 3558-32-5) is a useful research chemical.<br></p>

<p>Applications L-Tryptophan-d3 is a deuterium labelled amino acid, which is a protein building block. The unlabelled L-Tryptophan (T947210) is also available.<br>References Goze, C., et al.: Eur. J. Pharmacol., 643, 153 (2010), Bhandare, P., et al.: J. Chem. Pharm. Res., 2, 372 (2010),<br></p>

<p>Applications Isoleucine-d10 (mixture of diastereomers) (CAS# 29909-02-2) is a useful isotopically labeled research compound and can be used in gas liquid chromatography.<br>References VandenHeuvel, W., et.al., J. Chromatogr., 50, 405-412, (1970);<br></p>

<p>Applications A proteinogenic amino acids involved in the biosynthesis of purines and pyrimidines. Inhibitor of serine palmitoyltransferase. A neuromodulator.<br>References Junjaud, G. et al.: J. Neurochem., 98, 1159 (2006); Hanada, K. et al.: FEBS Lett., 474, 63 (2000); Pollegionni, L. et al.: Cell. Mol. Life Sci., 67, 2387 (2010);<br></p>

<p>Applications L-Ornithine-2,3,3,4,4,5,5-d7 hydrochloride is the labelled analogue of L-Ornithine Hydrochloride (O695550), a non-essential amino acid for human development but is required intermediate in arginine biosynthesis. L-Ornithine is found in virtually all vertebrate tissues as well as incorporated into proteins, such as tyrocidine. Isolation from chicken excreta.<br>References Fattori, D., et al.: J. Med. Chem., 50, 550 (2007), Gomez-Alonso, S., et al.: J. Agric. Food Chem., 55, 608 (2007), Subramaniam, R., et al.: Bioorg. Med. Chem. Lett., 18, 3333 (2008),<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 L-Serine is used in the synthesis of purines and pyrimidines as antibacterial/antifungal agents, as well as acting as a proteinogenic compound.<br>References Olivella, M. et al.: Bioorg. Med. Chem., 20, 6109 (2012);<br></p>

<p>Stability Temperature Sensitive<br>Applications Methyl 2,3,4-Tri-O-isobutyryl-D-glucopyranuronate (cas# 1190403-86-1) is a compound useful in organic synthesis.<br></p>

<p>Stability Hygroscopic<br>Applications A metabolite of Melatonin (M215000).<br>References Reiter, R.J., et al.: J. Biomed. Sci., 7, 444 (2000), Chen, Z., et al.: Am. J. Physiol, 284, 1618 (2003), Barrenetxe, J., et al.: J. Physiol. Biochem., 60, 61 (2004),<br></p>

<p>Applications Used for the synthesis of Bortezomib from L-phenylalanine via dipeptidyl boronic acid ester intermediates.<br>References Zhu, Y., et al.: J. Med. Chem., 52, 4192 (2009),<br></p>

<p>Applications Labelled 4-Methyl-2-oxovaleric Acid, an α-ketomonocarboxylic acid that triggers insulin release by acting upon receptor sites which differ from those occupied by amino acids. 4-Methyl-2-oxovaleric Acid is an intermediate in the metabolism of Leucine.<br>References Panten, U. et al.: Naun.-Schmied. Arch. Pharmacol., 291, 405 (1975); Vague, P. et al.: Diab. Metab., 1, 185 (1975); Francois, G. et al.: Lancet, 1, 858 (1984);<br></p>

<p>Applications L-Abrine is an indoleamino acid that displays radical scavenging and antioxidant properties.<br>References Yang, M., et al.: Food. Funct., 5, 2268 (2014);<br></p>

<p>Stability Hygroscopic<br>Applications 3-Chloro-L-tyrosine was used in the enzymatic synthesis of halogen derivatives of aromatic amino acids labeled with hydrogen isotope. 3-Chloro-L-tyrosine exhibited stronger antioxidant properties in Hb-induced oxidative stress as was evident by higher efficiency of reduction of ferryl species.<br>References Winnicka, E., et al.: J. Chem. Eng., 8, 54 (2014); Lu, N., et al.: Toxicol. In Vitro, 28, 847 (2014);<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 5-Aminolevulinic Acid Methyl Ester Hydrochloride, is the methyl ester of Aminolevulinic Acid (ALA) (A611780), which has been shown to have higher lipophilicity, and to be highly efficient at inducing protoporphyrin IX (PpIX) production in cell culture.<br>References Morrow, D. I. J., et al.: J. Pharmac. Sci., 99, 3486 (2010); Peng, Q., et al.: Cancer, 79, 2282 (1997);<br></p>

<p>Applications L-alloisoleucine is a stereo-isomer of L-isoleucine (I820175) and is produced as a byproduct of isoleucine via transamination.  L-allo-isoleucine has been suggested to induce epithelial β-defensin expression. In addition, L-allo-isoleucine is utilized in the biosynthesis pathway for coronamic acid.<br>References Fehlbaum, P., et al.: Proc. Natl. Acad. Sci. USA 97, 12723 (2000); Parry, R. J., et al.: J. Am. Chem. Soc. 113, 1849 (1991)<br></p>

<p>Stability Hygroscopic<br>Applications L-Ornithine is a non-essential amino acid for human development but is required intermediate in arginine biosynthesis. L-Ornithine is found in virtually all vertebrate tissues as well as incorporated into proteins, such as tyrocidine. Isolation from chicken excreta.<br>References Fattori, D., et al.: J. Med. Chem., 50, 550 (2007), Gomez-Alonso, S., et al.: J. Agric. Food Chem., 55, 608 (2007), Subramaniam, R., et al.: Bioorg. Med. Chem. Lett., 18, 3333 (2008),<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 Labelled L-Glutamine (G597000). L-Glutamine is an essential amino acid that is a crucial component of culture media that serves as a major energy source for cells in culture. L-Glutamine is very stable as a dry powder and as a frozen solution. In liquid media or stock solutions, however, L-glutamine degrades relatively rapidly. Optimal cell performance usually requires supplementation of the media with L-glutamine prior to use.<br>References Rivett, A., et al.: J. Biol. Chem., 260, 300 (1985), Watford, M., et al.: Metabolism, 49, 141 (2000), Wilmore, D., et al.: J. Nutr., 131, 2543S (2001),<br></p>

<p>Applications L-Leucine is an essential amino acid. L-Leucine acts as a nutrient signal to stimulate protein synthesis. It has also activates the mammalian target of rapamycin kinase that regulates cell growth.<br>References Demant, T. et al.: Am. J. Physiol., 270, E1022 (1996); Diraison, F. et al.: Am. J. Physiol., 277, E529 (1999); Suryawan, A. et al.: J. Anim. Sci., 89, 2004 (2011); Peyrollier, K. et al.: Biochem. J., 350, 361 (2000);<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 Hygroscopic<br>Applications Labelled 3-Aminoisobutyric Acid (A611585). Substituted β-alanines. Used for preparation and isolation of D(-)-β-aminoisobutyric acid.<br>References Kakimoto, Y., et al.: J. Biol. Chem., 236, 3288 (1961),<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>Stability Very Volatile<br>Applications 3-Methylfuran is a volatile organic compound (VOCs) used as a potential non-intrusive tool for screening of lung cancer.<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 McWilliams, et al.: Curr. Oncol. Rep., 4, 487 (2002), Buszewski, B., et al.: Biomed. Chromatogr., 21, 553 (2007), Ligor, T., et al.: J. Breath. Res., 1, 1 (2007),<br></p>

<p>Stability Hygroscopic<br>Applications Oleoyl-L-carnitine is a long-chain fatty ester of carnitine which is accumulated and released into the circulation, in fatty-acid oxidation defects. Pattern of Oleoyl-L-carnitine can be diagnostic for a number of ß-oxidation defects.<br>References Adams, S., et al.: J. Nutrition, 139, 1073 (2009); Ventura, F., et al.: Clinica Chimica Acta, 281, 1 (1999); Pourfarzam, M., et al.: Clinical Chem,, 40, 2267 (1994); Schaefer, J., et al.: Pediatric Res., 37, 354 (1995)<br></p>

<p>Applications Ethyl Lauroyl Arginate Hydrochloride is used as a food antimicrobial in the sanitation of preserved foods. It is also used in cosmetics as a preservative.<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 Brandt, A. et al.: . Food. Sci., 75, M557 (2010); Taormina, P. et al.: J. Food. Prot., 72, 1216 (2009); Chem. and Eng. News Page 14, Nov. 5 (2018)<br></p>

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

<p>Applications A major metabolite of non-essential amino acid L-Cysteine.<br>References Parsons, R.B. et al.: Neurotoxicol., 19, 599 (1998);<br></p>

<p>Applications L-Cystine Bis(T-butyl Ester) Dihydrochloride is used as a reagent in the synthesis of chelate oxorhenium to create new integrin antagonists.<br>References Le Gal, J., et al.: J. Inorg. Biochem., 105, 880 (2011);<br></p>

<p>Stability Hygroscopic<br>Applications A labelled metabolite of Methyl isocyanate.<br>References Slatter, J. G., et al.: Chem. Res. Toxicol., 4, 157 (1991),<br></p>

<p>Applications Labelled 4-Methylimidazole (M312990). 4-Methylimidazole is a monomethylated imidazole that can be used as a building block in the preparation of a wide range of biologically active compounds. 4-Methylimidazole is a product which results from the interaction of reducing sugars with ammonia. 4-Methylimidazole showed convulsant activity in animals and is listed as a possible carcinogen.<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 Nishie, K. et al.: Toxicol. Appl. Pharmacol., 14, 301 (1969): Cunha, S.C. et al.: J. Food Comp. Anal., 24, 609 (2011); Chan, P.C. et al.: Arch. Toxicol., 82, 55 (2008);<br></p>

<p>Applications Isopropyl 2-bromo-2-methylpropanoate (cas# 51368-55-9) is a useful research chemical.<br></p>

<p>Applications 2-Bromo-4'-methylpropiophenone (cas# 1451-82-7) is a compound useful in organic synthesis.<br></p>

<p>Applications L-Allo-isoleucine-d10 is a derivative compound of L-allo-isoleucine (A548200), which has been suggested to induce epithelial β-defensin expression. In addition, L-allo-isoleucine is utilized in the biosynthesis pathway for coronamic acid.<br>References Fehlbaum, P., et al.: Proc. Natl. Acad. Sci. USA 97, 12723 (2000); Parry, R. J., et al.: J. Am. Chem. Soc. 113, 1849 (1991)<br></p>