Amino Acids (AA)

<p>Applications A metabolite of S-propylcysteine.<br>References Jones, A.R., et al.: Xenobiotica, 10, 827 (1980), 25) Ramu, K., et al.: Chem. Res. Toxicol., 8, 515 (1995), Krause, R., et al.: Drug Metab. Dispos., 25, 1013 (1997), Powley, M., et al.: Chem. Res. Toxicol., 16, 1448 (2003),<br></p>

<p>Applications Nα-Boc-L-histidine is an N-Boc-protected form of L-Histidine (H456010). L-Histidine is an essential amino acid that plays an important role in mitochondrial glutamine transport and has potential of abolishing oxidative stress caused by brain edema.L-Histidine promotes zinc uptake in human erythrocyes and also has potential as an antioxidant therapy for acute mammary inflammation in cattle.<br>References Chaiyotwittayakun, A., et al.: J. Dairy Sci., 85, 60 (2002); Horn, N., et al.: J. Phys., 489, 73 (1995); Rama Rao, K., et al.: Am. J. Path., 176, 1400 (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>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 Labelled analogue of L-Phenylalanine, an essential amino acid.<br>References Hollunger, G. et al.: Acta Pharmacol. Toxicol., 34, 391 (1974); Bagchi, S.P. et al.: Biochem. Pharmacol., 26, 900 (1977);<br></p>

<p>Applications (+)-α-Methyl-β-alanine is a reactant for the chemoenzymatic assembly of cryptophycins as potent anticancer therapeutics.<br>References Magarvey, N.A., et al.: ACS Chem. Biol., 1, 766-779 (2006)<br></p>

<p>Applications 4'-Methylacetanilide (cas# 103-89-9) is a compound useful in organic synthesis.<br></p>

<p>Impurity Tinidazole EP Impurity A/ Metronidazole EP Impurity A<br>Applications 2-Methyl-5-nitroimidazole (Tinidazole EP Impurity A) is a Floconazole impurity.<br>References Sanderson, H., et al.: Toxicol. Lett., 187, 84 (2009), Kumar, L., et al.: Eur. J. Med. Chem., 45, 817 (2010),<br></p>

<p>Applications N-Carbobenzoxyglycine is used in the dipeptide synthesis.<br>References Hans, D., et al.: Med. Chem., 2, 627 (2006), Guzman, F., et al.: J. Biotechnol., 10, 279 (2007), Vlieghe, P., et al.: Drug Discov. Today, 15, 40 (2010),<br></p>

<p>Applications N-Isobutyrylglycine detection is a useful diagnostic tool in the diagnosis of many organic acidemias and mitochondrial fatty acid β-oxidation defects. N-Isobutyrylglycine detection is also used in the diagnosis of isobutyryl-CoA dehydrogenase deficiency.<br>References Costa, C. G. et al.: J. Pharmac. Biomed. Anal., 21, 1215 (2000); Bonafe, L. et al.: Mol. Gen. Metab., 69, 311 (2000); Sass, J. et al.: J. Inher. Metab. Dis., 27, 741 (2004);<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 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 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>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 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 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>Applications 4-(3-Methoxypropoxy)-2,3-dimethylpyridin-1-ium-1-olate is used in preparation of Picolylsulfides and related drugs by using Esterification and Thioetherification as the key steps.<br>References Wang, D., et al.: Faming Zhuanli Shenqing, (2019);<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 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 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 5'-O-Methylthymidine (cas# 14504-60-0) is a useful research chemical.<br></p>

<p>Applications 4-Aminohippuric Acid is used in the measurement of renal plasma flow as a diagnostic tool which may be applied towards kidney disorders.<br>References Phillips, R. et al.: Am. J. Physiol., 152, 523 (1948);<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 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>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 N-Boc-L-glutamic Acid 5-Methyl Ester is an intermediate used in the synthesis of Isodesmosine Chloride Hydrate (Synthetic) (I815051), which is a component of elastin and also it is extremely hygroscopic and must be stored over a desiccant such as silica gel.<br>References Partridge, S., et al.: Nature, 209, 399 (1966)<br></p>

<p>Applications N-Cbz-L-aspartic acid is an N-Cbz-protected form of L-Aspartic acid (A790024). L-Aspartic acid is a nonessential amino acid that is used to biosynthesize other amino acids within the human body. L-Aspartic acid also increases membrane conductance of mammalian neurons by voltage-dependent means, causing depolarization and nerve impulses that travel to key areas of the central nervous system.<br>References Anderson, H., et al.: J. Nutr., 99, 82 (1969); Honey, C., et al.: Neurosci. Lett., 61, 135 (1985); MacDonald, J., et al.: Brain Res., 237, 248 (1982)<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 L-Asparagine-d3 Hydrate is an isotope labelled L-Asparagine Hydrate, a naturally occurring amino acid that is not a essential for humans and can be synthesized from central metabolic pathway intermediates.<br>References Burda, P., et al.: Biochim. Biophys. Acta., 1426, 239 (1999); Yamane, H., et al.: Animal. Sci. J., 80, 286 (2009);<br></p>

<p>Applications E677525<br>References Shimizu, T., et al.: Chem. Pharm. Bull., 53, 313 (2005)<br></p>

<p>Applications 3-Bromo-L-tyrosine is used in the preparation and synthesis of polyclonal antibodies that work against brominated protein related allergic responses and afflictions. Also effective in asthma control and prediction in children.<br>References Kambayashi, Y. et al.: J. Clin. Biochem., 44, 95 (2009); Wedes, S. et al.: J. Ped., 159, 248 (2011);<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>