Amino Acids (AA)

<p>Impurity Flumazenil EP Impurity E<br>Applications Ethyl 5-Methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate (Flumazenil EP Impurity E) is used in the biological studies and preparation of imidazobenzodiazepines as probes for diazepaminsensitive receptor pharmacophore.<br>References Zhang, P., et al.: J. Med. Chem., 38, 1679 (1995)<br></p>

<p>Stability Moisture Sensitive<br>Applications A biologically active, cell permeable, but nonphysiologic ceramide analog. It inhibits cell proliferation and induces monocytic differentiation of HL-60 cells and induces apoptosis. It stimulates protein phosphatase 2A and activates MAP Kinase2.<br>References Inoue, T., et al.: J. Biol. Chem., 284, 9566 (2009), Kang, J., et al.: Bioorg. Med. Chem., 17, 1498 (2009), Rath, G., et al.: Int. J. Biochem. Cell Biol., 41, 1165 (2009),<br></p>

<p>Applications D-Cysteine Hydrochloride Monohydrate is used as a reactant in the expedient synthesis of electronically modified luciferins for bioluminescence imaging.<br>References McCutcheon, D., et al.: J. Am. Chem. Soc., 134, 7604 (2012);<br></p>

<p>Stability Hygroscopic<br>Applications A potential inhibitor of glutamate carboxypeptidase.<br>References Wolcott, T.G., et al.: Biochem. Biophys. Res. Commun., 57, 709 (1974), Knowles, P.F., et al.: Eur. J. Biochem., 114, 139 (1981),<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 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>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 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>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 Hygroscopic<br>Applications 3-Hydroxy-DL-kynurenine is a tryptophan metabolite. Could be associated with symptoms in Parkinson's disease.<br>References Heilman, P. L., et al.: Movement Disorders, 35, 2028 (2020)<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>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 The main labelled metabolite of o-xylene.<br>References Gregus, Z., et al.: Drug Metab. Dispos., 26, 1082 (1998), Gregus, Z., et al.: Xenobiotica, 29, 547 (1999), Gonzalez-Reche, L., et al.: Arch. Toxicol., 77, 80 (2003),<br></p>

<p>Applications H-L-METHR-OH (cas# 2812-28-4) is a useful research chemical.<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 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 A potential chiral building blocks for the synthesis of different α -methyl α -amino acids.<br>References Rew, Y., et al.: J. Med. Chem., 45, 3746 (2002),<br></p>

<p>Applications A labelled version of Nateglinide, an amino-acid derivative that stimulates insulin secretion which is used as an antidiabetic.<br>References Shinkai, H., et al.: J. Med. Chem., 32, 1436 (1989), Sato, Y., et al.: Diabetes Res. Clin. Pract., 12, 53 (1991), Vicent, D., et al.: J. Clin. Invest., 111, 1373 (2003), Ceriello, A., et al.: Diabet. Med., 21, 171 (2004),<br></p>

<p>Applications An immunosuppressant that has revolutionized organ transplantation through its use in the prevention of graft rejection.A group of nonpolar cyclic oligopeptides with immunosupppressant activity.<br>References van Wartburg, A., et al.: Prog. Med. Chem., 25, 1 (1988), Jorgensen, K.A., et al.: Scand. J. Imunol., 57, 93 (2003), Vollenbroeker, et al.: Transplant. Proc., 37, 1741 (2005),<br></p>

<p>Applications E677525<br>References Shimizu, T., et al.: Chem. Pharm. Bull., 53, 313 (2005)<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>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 D-Lysine Methyl Ester is a protected form of D-Lysine (L468930). D-Lysine is the unnatural isomer of L-Lysine (L468895) that has the ability to reduce non-enzymatic glycation in vitro. D-Lysine also exists as polypeptide chains of poly-D-lysine, a nonspecific adhesion-promoting molecule that has the potential to be a polymeric drug carrier.<br>References Chen, Q. et al.: J. Biol. Chem., 269, 26602 (1994); Sensi, M., et al.: Diabetologia, 36, 797 (1993); Vermeersch, H. &amp; Remon, J.: J. Control. Rel., 32, 225 (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 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 3-Chloro-2-methyl-1-propene has been used in the synthesis of 2-S-substituted pyrimidines as antimetabolites of nucleic acid precursors for cancer therapy.<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 Kaldrikyan, M.A., Melik-Ohanjanyan, R.G.: Hayastani Kimiakan Handes, 67, 321 (2014)<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 Bisphenol B Mono-β-D-glucuronide is a metabolite of Bisphenol B (B519565), which is the analogue of Bisphenol A (B519495), that is used to make certain plastic an epoxy resins. BPA and its analogs, are also shown to activate human pregnane X receptor (PXR), a nuclear receptor that functions as a master regulator of xenobiotic metabolism.<br>References Krishnan, A.V., et al.: Endocrinology, 132, 2279 (1993); Steinmetz, R., et al.: Trends Endocrinol. Metab., 9, 124 (1998); Petersen, H., et al.: Eur. Food Res. Technol., 216, 355 (2003); Yipeng, S., et al.: Env Hea. Pers., 120, 399 (2012);<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 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 N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-alloisoleucine, is a building block used in the synthesis of Ecumicin, which is a the potent anti-mycobacterial cyclic depsipeptide natural product.<br>References Hawkins, P. et al.: Organic Letters, Vol. 20, P: 1019-1022 (2018)<br></p>

<p>Applications N-Acetyl-L-Tryptophan, is a derivative of L-Tryptophan (T947210), that can be used as competitive inhibitor to identify and characterize tryptophanases. It can also be used as an NK1 tachykinin receptor antagonist, that may help to develop a novel therapeutic intervention for the treatment of reperfusion injury in acute ischemic stroke.<br>References Turner, R. J., et al.: Neuroscience, 220, 1 (2012);<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>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 Protected (S) enantiomer of the amino acid Phenylalanine.<br>References Zhu, P., et al.: Bioorg. Med. Chem. Lett., 19, 6966 (2009), Cramer, B., et al.: Bioorg. Med. Chem., 18, 343 (2010),<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 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 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>Stability Hygroscopic<br>Applications L-Saccharopine is a product of breakdown of essential amino acid Lysine (L468895). Saccharopine is also part of the α-aminoadipate pathway of fungal lysine biosynthesis.<br>References Higashino, K., et al.: Biochem. Biophys. Res. Commun., 20, 285 (1965); Johansson, E., et al.: Structure, 8, 1037 (2000)<br></p>

<p>Stability Moisture Sensitive<br>Applications 1-Acetate 4-Methanesulfonate 1,4-Butanediol is used in the facile cleavage of ethers. A Busulfan Impurity<br>References Mazur, Y., et al.: J. Org. Chem., 36, 532 (1971);<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>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 (2-methylphenoxy)acetic acid (cas# 1878-49-5) is a useful research chemical.<br></p>