Aminoacids and derivatives

<p>Applications Minor Cisapride (C496400) metabolite.<br>References Meuldermans, W., et al.; Drug Metab. Disposition, 16, 410 (1988), Lowry J., et al.; Clin. pharmacol. ther., 73, 209 (2003), Shao L., et al.: Bioorg. Med. Chem. Lett., 19, 5679 (2009),<br></p>

<p>Applications A labelled, essential amino acid.<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>Stability Hygroscopic<br>Applications (S)-3-Aminopiperidin-2-one, is an building block , used in the synthesis of various pharmaceutical compounds. It is an intermediate in the synthesis of calpinactam derivatives, possessing antimycobacterial activity.<br>References Kenichiro, N., et al.: Bioorg. Med. Chem. Lett., 22, 7739 (2012);<br></p>

<p>Applications 5-Aminolevulinic Acid Hydrochloride (cas# CAS:5451-09-2) is a useful research chemical.<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>Stability Hygroscopic<br>Applications Carbocisteine Lactam is an impurity of the mucolytic agent Carbocisteine (C178760).<br>References Anonymous., et al.: Biochem. J., 219, 345 (1984); Sanger, F., et al.: Biochem. J., 59, 509 (1955); Hekman, C., et al.: J. Pharm. Biomed. Anal., 20, 763 (1999);<br></p>

<p>Applications Labelled Tranexamic Acid (T714505). Antifibrinolytic agent; blocks lysine binding sites of plasminogen. Hemostatic.<br>References Andersson, et al.: Scand. J. Haematol. 2, 230 (1965), Melander, B., et al.: Acta Pharmacol. Toxicol., 22, 340 (1965), Bonnar, J., et al.: Br. Med. J., 313, 579 (1996), Dunn, C.J., et al.: Drugs, 57, 1005 (1999),<br></p>

<p>Applications 6-(6-(6-Aminohexanamido)hexanamido)hexanoic Acid is used in the making of a preconjugate which serves as immunoreactive conjugate useful as a developer antigen in a competitive inhibition immunoassay for the polymorphic analyte. Also used in the efficient synthesis of a heterobifunctional coupling agent.<br>References Oh, C. S., et al.: PCT Int. Appl. (1994), WO 9416330 A1 19940721; Reddy, R. E., et al.: Bioconjug. Chem., 16, 1323 (2005)<br></p>

<p>Stability Hygroscopic, moisture sensitive<br>Applications Stearoyl L-α-Lysolecithin is an bioactive lysophosphatidylcholine derived compound found to be released by bronchial epithelial cells. Stearoyl L-α-Lysolecithin have also been utilized in the development of liposomes and michelles by drug transdermal delivery devices.<br>References Zhuge, Y., et al.: Allergy Asthma Immunol Res., 6, 66 (2014)<br></p>

<p>Stability Hygroscopic<br>Applications Essential cofactor of fatty acid metabolism; required for the transport of fatty acids through the inner mitochondrial membrane. Synthetized primarily in the liver and kidney; highest concentrations found in heart and skeletal muscle. Dietary sources include red meat, dairy products, beans, avocado.<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>Stability Hygroscopic<br>Applications L-Glutamic Acid, Magnesium Salt Hydrobromide is an metabolite of L-Glutamic acid, a non-essential amino acid. Its salt form (glutamate) is an important neurotransmitter that plays a key role in long-term potentiation and is important for learning and memory. It is also a key molecule in cellular metabolism. L-Glutamic Acid, Magnesium Salt Hydrobromide has also been investigated for sedative properties as a tranquilizer.<br>References McEntee, W., et al.: Psychopharmacology, 111, 391 (1993), Manev, H., et al.: Mol. Pharmacol., 36, 106 (1989), Hamanaka, T., et al.: Toho. Igakkai. Zasshi., 20, 663 (1973);<br></p>

<p>Applications L-Glutamine-2,3,3,4,4-d5 is the isotope labelled analog of L-Glutamine (G597000); 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 Labelled ε-Aminocaproic Acid. Used in the preparatiom of esters of 6-aminohexanoic acid as antibacterial agents. EACA is reported to inhibit chymotrypsin, Factor VIIa, lysine carbo xy peptidase, plasmin, and plasminogen activator.<br>References Dolezal, P., et al.: Pharm. Res., 10, 1015 (1993), Vavrova, K., et al.: Curr. Med. Chem., 12, 2273 (2005), Holas, T., et al.: Bioorg. Med. Chem., 14, 7671 (2006),<br></p>

<p>Applications (S)-Carbidopa Methyl Ester N-cyclohexylideneis an impurity of Carbidopa (C175915), a prodrug inhibitor of aromatic amino acid decarboxylase.<br>References Sletzinger, M., et al.: J. Med. Chem., 6, 101 (1963)<br></p>

<p>Stability Very Very Hygroscopic<br>Applications A metabolic intermediate of L-Carnitine.<br>References Huffman, K. et al.: Diab. Care, 32, 1678 (2009);<br></p>

<p>Applications Cadaverine is a polyamine produced by the decarboxylation of L-lysine, and is also produced by Escherichia coli (E.coli) cells when grown in acidic pH. Cadaverine is known to inhibit porin-mediated outer membrane permeability in E.coli.<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 Mimitsuka, T., et al.: Biosci., Biotech., Bioch., 71, 2130 (2007); Sanartzidou, H., et al.: J. Bacteriol., 185, 13 (2003)<br></p>

<p>Applications Benzyl Acetate, is found naturally in many flowers, It has pleasant sweet aroma reminiscent of jasmine, and thus is used widely in perfumery industry, and also as a flavouring agent. It is also used as a solvent.<br>References Schiestl, F. P., et al.: J. Chem. Ecology, 29 (2004); Qian-qian, M., et al.: Jingxi Huagong, 30, 442 (2013);<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>Stability Hygroscopic<br>Applications sym-Homospermidine is an analogue of Spermidine. sym-Homospermidine is used as antineoplastic.<br>References Pegg, A., et al.: Cancer Res., 48, 759 (1988), Bergeron, R., et al.: J. Med. Chem., 37, 3464 (1994), Bergeron, R., et al.: Drug Metab. Dispos., 23, 1117 (1995),<br></p>

<p>Applications Dioxindolyl-L-alanine is used in the synthesis of peptides containing 5-Hydroxytryptophan, Oxindolylalanine, N-Formylkynurenine and Kynurenine.<br>References Berlett, B., et al.: J. Biol. Chem., 272, 20313 (1997), Chang, T., et al.: J. Biomed. Sci., 7, 357 (2000); Frolov, A., et al.: J. Pept. Sci., 13, 862 (2007);<br></p>

<p>Impurity Baclofen EP Impurity A<br>Applications 4-(4-Chlorophenyl)-2-pyrrolidinone is used in the preparation of potential and selective antagonists of the α1A adrenergic receptor (1,2). It is an impurity of Baclofen (B108000), a specific GABA-B receptor agonist. Muscle relaxant (skeletal).<br>References (1) Whitlock, G. et al.: Bioorg. med. Chem. Lett., 19, 3118 (2009)(2) Brogden, R.N., et al.: Drugs, 8,1 (1974)<br></p>

<p>Stability Hygroscopic<br>Applications Indole-3-carboxaldehyde- 13C8 is the labelled Indole-3-carboxaldehyde (I615020) which is a tryptophan (T947200) metabolite from Streptomyces staurosporeus and it is chemical constituent from Inula wissmanniana. Indole-3-carboxaldehyde and other tryptophan metabolites play an important role in mammalian gut immune homeostasis.<br>References Yang, S., et al.: J. Nat. Prod., 60, 44 (1997); Cheng, X. et al.: Chem. Nat. Compd., 49, 815 (2013); Zelante, T., et al,: Immunity, 39, 372 (2013)<br></p>

<p>Stability Hygroscopic<br>Applications 4-Ethylcatechol is one of the main phenolic off-flavour markers in French ciders.<br>References Alonso-Salces, R., et al.: Anal. Bioanal. Chem., 379, 464 (2004), Xu, Y., et al.: J. Agr. Food Chemi., 55, 3051 (2007),<br></p>

<p>Applications L-Histidine is an essential amino acid for human development which the body cannot produce on its own. L-Histidine is one of the 22 proteinogenic amino acids. L-Histidine precursor to histamine (H436500) and a component of carnosine.<br>References Kopple, J.D. et al.: J. Clin. Invest., 55, 881 (1975); Sachs, D.H., et al.: J. Biol. Chem., 246, 6576 (1971); Mercer, L.P., et al.: Nutrition, 6, 273 (1990); Morgan, W.T., et al.: J. Biol. Chem., 268, 6256 (1993);<br></p>

<p>Applications A labelled, essential amino acid.<br>References Liu, F., et al.: Bioorg. Med. Chem., 18, 4167 (2010), Kumar, R., et al.: Eur. J. Med. Chem., 45, 2265 (2010), Cai, W., et al.: Bioorg. Med. Chem., 18, 1899 (2010),<br></p>

<p>Stability Hygroscopic<br>Applications Biogenic polyamine formed from spermidine and occurring in almost all tissues. Essential for both normal and neoplastic tissue growth. Involved in the modulation of calcium-dependent immune processes.<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 Israel, et al.: J. Med. Chem., 7, 710 (1964), Janne, J., et al.: Biochim. Biophys. Acta, 473, 241 (1978). Theoharides, T.C., et al.: Life Sci., 27, 703 (1980), Horn, Y., et al.: Cancer Res., 42, 3248 (1982),<br></p>

<p>Applications Iminodiacetic Acid is used as a reagent in the synthesis of poly(N-isopropylacrylamide) (PNIPAM) microgel particles for metal affinity binding of peptides.<br>References Tsai, H., et al.: Colloids Surf. B, 114, 104 (2014)<br></p>

<p>Applications 2,5-Piperazinedione, can be used as an intermediate in the preparation of various pharmaceutical and biologically active compounds. It can be used in the synthesis of dipeptide isosteres by cross-metathesis.<br>References Enholm, J.E. et al.: Tetrahedron, 68, 6920 (2012);<br></p>

<p>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 An important metabolite of Benzene.<br></p>

<p>Applications Potent crosslinking inhibitors.<br>References Sloan, J., et al.: J. Biol. Chem., 274, 23740 (1999).<br></p>

<p>Applications 6-Aminocaproic Acid Dimer is a reactant with citric acid in the formation of 3-hydroxy-3,4-dicarboxy-butanamide-N-hexanoic acid.<br>References Schou-Pedersen, A. V., et al.: J. Pharm. Biomed. Anal., 107, 333-340 (2015)<br></p>

<p>Applications Used for the counterselection of TRP1, a commonly used genetic marker in the yeast Saccharoyces Cerevisiae. An antimetabolite for the tryptophan pathway in yeast, and is toxic by virtue of its antimetabolite conversion to 5-Fluorotryptophan. It can be used for the selection of tryptophan auxotroophs.<br>References Toyn, J.H., et al.: Yeast, 16, 553, 560 (2000)<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 Epi-Lacosamide is an impurity of Lacosamide (L098500), a medication used for the adjunctive treatment of partial-onset seizures and diabetic neuropathic pain. Lacosamide is a potent anticonvulsant.<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 Choi, D., et al.: J. Med. Chem., 39, 1907 (1996), Morieux, P., et al.: Bioorg. Med. Chem., 16, 8968 (2008),<br></p>

<p>Applications Baclofen-d4, is the labeled analogue of Baclofen (B108000), a specific GABA-B receptor agonist. Muscle relaxant (skeletal).<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 Ahuja, S., et al.: Anal. Profiles Drug Subs., 14, 527 (1985), Brogden, R.N., et al.: Drugs, 8,1 (1974)<br></p>

<p>Applications Lacosamide impurity I: (R)-N-benzyl-2-(3-benzylureido)-3-methoxypropanamide is an impurity of lacosamide (L098500), a medication used for the adjunctive treatment of partial-onset seizures and diabetic neuropathic pain. Lacosamide is a potent anticonvulsant.<br>References Lees, G., et al.: Brain Res., 612, 190 (1993), Kuo, C., et al.: Mol. Pharmacol., 51, 1077 (1997), Barton, M., et al.: Epilepsy Res., 47, 217 (2001), Beyreuther, B., et al.: Eur. J. Pharmacol., 539, 64 (2006), Beyreuther, B., et al.: CNS Drug Rev., 13, 21 (2007),<br></p>

<p>Applications N-Descarboxymethyl-N-carboxyethyl Lacosamide is an impurity of Lacosamide (L098500), an anticonvulsant drug that enhances sodium channel slow inactivation, and is used to treat patients with epilepsy.<br>References Doty, P., et al.: Neurotherapeutics, 4, 145 (2007); Perucca, E., et al.: Nat. Rev. Drug Discov., 7, 973 (2008); Sake, J., et al.: CNS Drugs, 24, 1055 (2010)<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 A lipid biomarker for stable and unstable heart disease.<br>References Gaziano, J., et al.: Circulation, 96, 2520 (1997), Thomas, A., et al.: Anal. Chem., 82, 6687 (2010),<br></p>

<p>Applications L-Kynurenine is a tryptophan metabolite which is a precursor of kynurenic acid (K660500) and an antagonist of N-methyl-aspartate receptor.<br>References Swartz, K., et al.: J. Neurosci., 10, 2965 (1990);, Hasegawa, H., et al.: Anal. Bioanal. Chem., 377, 886 (2003); Tsai, Y., et al.: Anal. Biochem., 319, 34 (2003); Mitsuhashi, S., et al.: Anal. Chim. Acta, 584, 315 (2007)<br></p>

<p>Impurity Tranexamic EP Impurity D<br>Applications 4-(Aminomethyl)benzoic Acid (Tranexamic EP Impurity D) is a type 2 antifibrinolytic agent.<br>References Markwardt, F., et al.: Prog. Fibrinolysis. 5, 178 (1981); Markswardt, F.. et al.: Thrombosis. Res., 9, 143 (1976);<br></p>

<p>Applications α-Methyldopa Methyl Ester is an impurity in the synthesis of L-α-Methyl DOPA Methyl Ester Hydrochloride which is a Methyldopa angiotensin II analog.<br>References Karle, I., et al.: Biochemistry, 29, 6747 (1990), Biron, E., et al.: Bioorg. Med. Chem., 12, 1279 (2004),<br></p>

<p>Applications trans-4-Hydroxycyclohexylcarboxylic Acid acts as a reagent in the synthetic preparation of pyrazole-pyrimidine preparation as TTK inhibitors and potential antitumors, Preparation and Janus kinase 1 (JAK1)-selective inhibitory activity of benzimidazole derivatives.<br>References Liu, Y., et al.: ACS Med. Chem. Lett., 7, 671 (2016); Kim, H., et al.: Bioorg. Med. Chem. Lett., 26, 3213 (2016)<br></p>

<p>Applications Desacetyl Desmethyl Lacosamide is an impurity of Lacosamide (L098500) which is a potent anticonvulsant.<br>References Lees, G., et al.: Brain Res., 612, 190 (1993), Kuo, C., et al.: Mol. Pharmacol., 51, 1077 (1997), Barton, M., et al.: Epilepsy Res., 47, 217 (2001), Beyreuther, B., et al.: Eur. J. Pharmacol., 539, 64 (2006), Beyreuther, B., et al.: CNS Drug Rev., 13, 21 (2007),<br></p>