Peptides et Protéines

Stability Hygroscopic
Applications One of the thyroid hormones involved in the maintenance of metabolic homeostasis. Synthesized and stored as amino acid residues of thyroglobulin, the major protein component of the thyroid follicular colloid. Synthesis and secretion are regulated by the pituitary hormone (TSH). Deiodinated in peripheral tissues to the active metabolite, liothyronine. The D-form has very little activity as a thyroid hormone, but has been used to treat hyperlipidemia.
References Post, A., et al.: Anal. Profiles Drug Subs., 5, 225 (1976), Nelson, J.C., et al.: Clin. Chem., 34, 1737 (1988), Fischer, D.A., et al.: Clin. Chem., 42, 135 (1996), Cavalieri, R.R., et al.: Thyroid, 7, 177 (1997),

Applications Sugammadex Sodium-deuterated, is the labaled analogue of Sugammadex Sodium (S698100), which is the first in a class of drugs called selective relaxant binding agents that offers improved termination of the paralytic effects of neuromuscular blocking agents and may have many potential peri-operative benefits.
References Welliver, M., et al.: Drug Des. Devel. Ther., 2, 49 (2008);

Applications Thyroxine Methyl Ester is the methyl ester analog of Thyroxine (T425600) with high cross reactivity with thyroxine-specific monoclonal antibodies of humans and lab animals. It is an inhibitor of malate dehydrogenase.Thyroxine Methyl Ester is suitable for malate dehydrogenase (MDH) related research.
References Mpoko, C.N. et al.: Clin. Chim. Acta, 146, 215 (1985); Maggio, E.T. et al.: Biochim. Biophys. Acta Enzymol., 522, 284 (1978);

Applications Teduglutide TFA Salt is a polypeptide consisting of 33 amino acids. It is glucagon-like peptide-2 (GLP-2) analogue that is used for the treatment of short bowel syndrome.
References Jeppesen, P., et al.: Gut, 54, 1224 (2005)

Impurity Bortezomib USP Impurity G
Stability Hygroscopic
Applications (1S,2S)-Bortezomib is an isomer of Bortezomib (B675700), proteasome inhibitor. (1S,2S)-Bortezomib has been seen to inhibit serine proteases shown to lower cellular Aβ concentrations, associated with Alzheimer’s or hypertension.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Hardy, J. et al.: Science, 297, 353 (2002); Paris, D. et al.: Mol. Med. 17, 149 (2011);

Applications Oxytocin Acetate is the principal uterus-contracting and lactation-stimulating hormone of the posterior pituitary gland.
References Pierce, et al.: J. Biol. Chem., 199, 929 (1952), Tuppy, et al.: Biochem. Biophys. Acta, 11, 449 (1953), Cash, et al.: J. Med. Pharm. Chem., 5, 413 (1962), Nachtmann, F., et al.: Anal. Profiles Drug Subs., 10, 563 (1981),

Applications N-Glycylproline was found to exhibit anti-ischemic effects on the metabolism of neuroactive amino acids and indices of energy turnover in the neocortex of rats after experimental brain ischemia.
References Bashun, Z.N., et al.: Neurochem. J., 7, 39 (2013);

Applications 5-9-Leuprolide is a metabolite of Leuprolide (L330590), a gonadotropin-releasing hormone (GnRH) analogue acting as an agonist at pituitary GnRH receptors.
References Handelsman, David J., et al.: J. of Steroid Biochem. and Mol. Bio., 141, 113-120 (2014);Okada, Hiroaki, et al.: Pharma. Res., 8(6), 787-91 (1991)

Stability Light Sensitive
Applications Protoporphyrin-9 is the precursor to heme sites and chlorophyll.

Impurity Lisinopril EP Impurity F
Applications Lisinopril Cyclohexyl Analogue (Lisinopril EP Impurity F) is a Lisinopril (L468985) impurity.
References Paraskevas, G., et al.: J. Pharm. Biomed. Anal., 29, 865 (2002),

Applications Labelled analogue of L-Vailne. L-Valine is an essential amino acid and one of 20 proteinogenic amino acids. L-Valine cannot be manufactured by the body and must be acquired through diet or supplementation. L-valine is found in grains, dairy products, mushrooms, meats, peanuts and soy proteins. L-Valine has been used in studies to attenuate arrhythmias and induce hypotensive effects.
References Choi, C.W. et al.: Anim. Feed Sci. Technol., 102, 15 (2002); Kolarski, D. et al.: Krmiva, 30, 155 (1988); Oba, M. et al.: J. Dairy Sci., 93, 2044 (2010); Mitrega, K. et al.: Pharmacol. Res., 64, 218 (2011);

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.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Cui, X., et. al.: Sci. China Chem., 53, 257 (2010); Magana-Schwenchke, N., Schwencke, J.: BBA-Biomembranes, 173, 313 (1969)

Impurity Bortezomib N-Pentyl Impurity
Applications Desisobutyl-n-butyl Bortezomib is an impurity of Bortezomib (B675700). Bortezomib impurity 5.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Lin, G., et al.: J. Biol. Chem., 283, 34423 (2008);

Applications (2R,4R)-Sacubitril is an impurity of Sacubitril (S080895) which is an antihypertensive drug used in combination with valsartan.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References McMurray, J., et al.: N. Eng. J. Med., 371 (2014);

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

Impurity Lisinopril EP Impurity D
Stability Hygroscopic
Applications Lisinopril (S,S,R)-Diketopiperazine (Lisinopril EP Impurity D) is an impurity of Lisinopril (L468985), an orally active angiotensin-converting enzyme (ACE) inhibitor (1).
References 1. Goa, K. et al.: Drugs. 1996 Oct;52(4):564-88.

Impurity Lisinopril EP Impurity B/ Anastrozole EP Impurity F
Applications 4-Methylbenzenesulfonic Acid Monohydrate (Lisinopril EP Impurity B) is used in the synthesis of resveratrol. Also used in the synthesis of oxane derivatives as antimalarial agents.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Davis, M. et al.: Org. Prep. Proc. Int., 45, 304 (2013); Wang, X. et al.: J. Med. Chem., 56, 2547 (2013);

Impurity Levothyroxine beta-Hydroxy Impurity / Levothyroxine beta-Hydroxy T4 Impurity
Applications It has been prepared for testing as possible antithyroid. It showed some thyromimetic activity.
References Wawzone, S., et al.: J. Med. Chem., 6, 442 (1963),

Applications A Cyclosporin A (C988900) analog, an immunosuppressant.
References Emmer, G., et al.: J. Med. Chem., 37, 1918 (1994), High, K., et al.: J. Biol. Chem., 269, 9105 (1994),

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.

Applications Bivalirudin Trifluoroacetic Acid Salt is an anticoagulant drug that is a direct thrombin inhibitor. It is used for treatment of acute coronary syndromes, and is a safer alternative to heparin due to lower rates of bleeding as an adverse effect of anticoagulant in patients.
References Stone, G., et al.: N. Engl. J. Med, 355, 2203 (2006); Stone, G., et al.: N Engl J Med, 358, 2218 (2008);

Applications L-Carnitine-L-tartrate (cas# 36687-82-8) is a useful research chemical.

Stability Moisture Sensitive
Applications (2S,4S)-Sacubitril is an impurity of Sacubitril (S080895) which is an antihypertensive drug used in combination with valsartan.
References McMurray, J., et al.: N. Eng. J. Med., 371 (2014);

Impurity Levothyroxine N-Formyl Impurity; N-Formyl-T4 (USP)
Applications N-Formyl Thyroxine (Levothyroxine N-Formyl Impurity; N-Formyl-T4 (USP)) is a thyroxine derivative which showed less thyroid activity than Thyroxine Sodium (T425601).
References Basil, B., et al.: Br. J. Pharmacol. Chemother., 5, 315 (1950),

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.
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),

Applications N-Acetyl-L-methionine (CAS# 65-82-7) has been useful in the study of metabolic phenotypes of standard and cold-​stored platelets.
References D’Alessandro, A., et al.: Transfusion (Malden, MA, US), 60, S96 (2020)

Applications C7H13NO3S (cas# 1115-47-5) is a useful research chemical.

Applications R,S,S-Isomer of Lisinopril (L468985).
References Goa, K.L., et al.: Drugs, 52, 564 (1996), Chaturvedi, N., et al.: Lancet, 351, 28 (1998)

Impurity Teriparatide Impurity
Applications A fragment of human parathyroid hormone (hPTH) peptide sequence containing the 30 N-terminal residues of hPTH.
References Niall, et al.: Proc. Natl. Acad. Sci., 71, 384 (1974);

Applications Sacubitril is an antihypertensive drug used in combination with valsartan. The combination drug, valsartan/sacubitril, known during trials as LCZ696 and marketed under the brand name, Entresto, is a treatment for heart failure.
References McMurray, J., et al.: N. Eng. J. Med., 371 (2014)

Applications Cyclosporin is 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.
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),

Applications Labelled L-Methionine, an essential aminoacid for human development. Hepatoprotectant; antidote (acetominophen poisoning); urinary acidifier.
References Benevenga, N.J., et al.: J. Agric. Food Chem., 22, 2 (1974), Fleisher, L.D., et al.: Clin. Endocrinol. Metab., 3, 37 (1974), Meinnel, T., et al.: Biochimie, 75, 1061 (1993),

Applications Glecaprevir is an antiviral drug used in the treatment of patients with hepatitis C virus (HCV) genotype 1-6, of special interest for the treatment of patients with chronic kidney disease also suffering from HCV.
References Kwo, P., et. al.: J. Hepatol, 67, 263 (2017)Gane, E., et. al.: N. Engl. J. Med, 377, 1448 (2017)

Applications (1R,3S)-Camphoric Acid is used primarily as a reagent in syntheses of crystalline structures. It is used in the preparation of polymeric transition metal dipyridylamine D-camphorate complexes.
References Blake, K. et al.: Crys. Growth Des., 12, 5215 (2012);

Impurity Bortezomib USP Impurity B
Applications N-[(1S)-2-Amino-2-oxo-1-(phenylmethyl)ethyl]-2-pyrazinecarboxamide is a metabolite of Bortezomib (B675700), a proteasome inhibitor for the treatment of multiple myeloma and is known to also target the ubiquitin-proteasome pathway.
References Pekol, T., et al.: Drug. Meta. Disp., 33, 771 (2005); Hsieh, F.Y., et al.: J. Pharma. Biomed. Anal., 49, 115 (2009);

Applications NN703 (Tabimorelin) is an orally active growth hormone (GH) secretagogue intended for use as an alternative to daily injections of GH. In vitro studies in human liver microsomes have indicated that NN703 is a mechanism-based inhibitor of CYP3A4.
References Fabre, G., et al.: Biochem. Pharmacol., 37, 4389 (1988), Thummel, K., et al.: Clin. Pharmacol. Ther., 59, 491 (1996), Yu, D., et al.: J. Clin. Pharmacol., 39, 1203 (1999),

Applications Carfilzomib (2R,4S)-Diol is a derivative of Carflizomib (C183460), a second-generation proteasome inhibitor that is used as a treatment in relapsed and refractory multiple myeloma.
References Fostier, K., et al.: Oncotargets. Therap., 5, 237 (2012); Geurink, P.P., et al.: J. Med. Chem., 56, 1262 (2013); McCormack, P.L., et al.: Drugs., 72, 2023 (2012);

Applications Perfluorophenol is used in the synthesis of PGA-films as biodegradable polymers. It also participates in the synthesis of tripod macrocyclic Gd(III) chelates for cancer molecular MRI.
References Lee, K. et al.: Langmuir., 20, 2531 (2004); Zhou, Z. et al.: Biomater., 34, 7683 (2013);

Applications Labelled analogue of L-Vailne. L-Valine is an essential amino acid and one of 20 proteinogenic amino acids. L-Valine cannot be manufactured by the body and must be acquired through diet or supplementation. L-valine is found in grains, dairy products, mushrooms, meats, peanuts and soy proteins. L-Valine has been used in studies to attenuate arrhythmias and induce hypotensive effects.
References Choi, C.W. et al.: Anim. Feed Sci. Technol., 102, 15 (2002); Kolarski, D. et al.: Krmiva, 30, 155 (1988); Oba, M. et al.: J. Dairy Sci., 93, 2044 (2010); Mitrega, K. et al.: Pharmacol. Res., 64, 218 (2011);

Applications Bortezomib Trimer is derived from Bortezomib (B675700), which is the first proteasome inhibitor to be approved by the US FDA for multiple myeloma, a blood cancer. A reversible inhibitor of the 26S proteasome-a barrel-shaped multiprotein particle found in the nucleus and cytosol of all eukaryotic cells. Targets the ubiquitin-proteasome pathway.
References Nawrocki, S.T., et al: Cancer Research, 65, 11510 (2005); Drahl C.: Chem. and Eng. News, 87, 41 (2009)

Applications Isotope labelled Sacubitril is an antihypertensive drug used in combination with Valsartan (V095750). The combination drug, valsartan/sacubitril, known during trials as LCZ696 and marketed under the brand name, Entresto, is a treatment for heart failure.
References McMurray, J., et al.: N. Eng. J. Med., 371 (2014);

Impurity Bortezomib USP Impurity I
Applications (R)-Hydroxy Des(boric acid) Bortezomib is an impurity in the synthesis of Bortezomib (B675700), the first proteasome inhibitor to be approved by the US FDA for multiple myeloma, a blood cancer. A reversible inhibitor of the 26S proteasome-a barrel-shaped multiprotein particle found in the nucleus and cytosol of all eukaryotic cells. Targets the ubiquitin-proteasome pathway.
References Nawrocki, S.T., et al: Cancer Research, 65, 11510 (2005); Drahl C. et al.: Chem. and Eng. News, 87, 41 (2009)

Stability Hygroscopic and Moisture Sensitive
Applications Bortezomib is the first proteasome inhibitor to be approved by the US FDA for multiple myeloma, a blood cancer. A reversible inhibitor of the 26S proteasome-a barrel-shaped multiprotein particle found in the nucleus and cytosol of all eukaryotic cells. Targets the ubiquitin-proteasome pathway.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Nawrocki, S.T., et al: Cancer Research, 65, 11510 (2005); Drahl C.: Chem. and Eng. News, 87, 41 (2009);

Applications Labelled Voclosporin (V678500). A new agent for the treatment of noninfectious uveitis. Uveitis is an inflammatory, putative Th1-mediated autoimmune disease that affects various parts of the eye and is a leading cause of visual loss. Voclosporin, a rationally designed novel calcineurin inhibitor, exhibits a favorable safety profile, a strong correlation between pharmacokinetic and pharmacodynamic response, and a wide therapeutic window. Immunosuppressant.
References Aspeslet, L., et al.: Transplant Proc., 33, 1048 (2001), Cho, M., et al.: Arthritis Rheum., 46, 1202 (2002), Staatz, C., et al.: Clin. Pharmacokinet., 43, 623 (2004),

Stability Temperature Sensitive
Applications (2S,4R)-Sacubitril is the enantiomer and an impurity of Sacubitril (S080895) which is an antihypertensive drug used in combination with valsartan.
References McMurray, J., et al.: N. Eng. J. Med., 371 (2014);

Applications A cyclosporine metabolite specifically inhibits growth of renal cells in culture.
References Schultz, J.C.; et al.: Biochem. Pharma., 42, 1403 (1991), Johnson, B., et al.: Drug Metab. Dispos., 34, 556 (2006), Westley, I.S., Drug Metab. Dispos., 36, 46 (2008).

Applications Teduglutide-d8 TFA salt x hydrate (Leu-methyl-d3+Phe-d5) is an isotopically labelled form of Teduglutide (T013795), which is glucagon-like peptide-2 (GLP-2) analogue that is used for the treatment of short bowel syndrome.
References Jeppesen, P., et al.: Gut, 54, 1224 (2005)
Chemical Name: Jeppesen, P., et al.: Gut, 54, 1224 (2005)

Applications Methionine sulfoximine inhibits both glutamine synthetase and g-glutamylcysteine synthetase. Working concentrations for inhibition of g-glutamylcysteine synthetase are 0.2-2.0 mM (52% inhibition occured at 100 mM).Methionine sulfoximine is also a toxic byproduct of nitrogen trichloride, a compound that was used to bleach unprocessed wheat flour prior to 1968. The compound has been investigated as a potential neurotoxin linked to diseases such as amyotrophic lateral sclerosis (ALS) and Parkinson’s disease.
References Griffith, O.W., and Meister, A.: J. Biol. Chem. 254, 7558 (1979), Willard-Mack, C.L., et al: Neuroscience, 71, 2, 589 (1996)

Applications Used for the synthesis of Bortezomib (B675700) from L-phenylalanine via dipeptidyl boronic acid ester intermediates.
References Zhu, Y., et al.: J. Med. Chem., 52, 4192 (2009),

Applications A sulfonate ester as potential genotoxic impurity in drug substances. It may exert genotoxic effects in bacterial and mammalian cell systems.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Eder, E., et al.: Xenobiotica, 12, 831 (1982), Li, W., et al.: J. Chromatogr., 1046, 297 (2004), Glowienke, S., et al.: Mutat. Res., 581, 23 (2005), Colon, I., et al.: J. Pharm. Biomed. Anal., 39, 477 (2005),

Applications Proline based organocatalyst.
References Alberg, D., et al.: Bioorg. Med. Chem. Lett., 19, 3888 (2009), Huang, X., et al.: J. Phys. Chem., 114, 1068 (2010),

Applications Proline derivative, and an intermediate in the production of biosynthetic antibiotics.

Applications MK-677 is a potent, non-peptide ghrelin receptor agonist.
References Kirstie, A., et al.: Mol. Pharmacol., 76, 802 (2009); Birgitte, H. et al.: Mol. Pharmacol., 75, 44 (2009)

Applications 5-Oxo-DL-proline-d5 is a labelled cyclized derivative of L-Glutamic Acid (G596960). The pyroglutamate core has potential application for synthesis of novel anti-bacterials.
References Mischo A. et al.: ChemBioChem., 13, 1421 (2012); Angelov P. et al.: Org. Biomol. Chem.: 10, 3472 (2012);

Applications A group of nonpolar cyclic oligopeptides with immunosupppressant activity.
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),

Applications A labelled nitrosoamino acid with oncogenic activity.
References Nagasawa, H.T., et al.: J. Med. Chem., 16, 583 (1973)

Applications Daptomycin is a Cyclic lipopeptide antibiotic derived from a fermentation product of Streptomyces roseosporus; disrupts plasma membrane function in gram-positive bacteria. Antibacterial.
References Allen, N.E., et al.: Antimicrob. Agents Chemother., 31, 1093 (1987), Tully, F.P., et al.: Expert Opin. Invest. Drugs, 8, 1223 (1999),

Applications Remifentanil derivative.
References James, M.K., et al.: J. Pharmacol. Exp. Ther., 259, 712 (1991), Hoffman, W.E., et al.: Anesthesiology, 79, 107 (1993), Selinger, K., et al.: J. Pharm. Biomed. Anal., 12, 243 (1994), Richardson, T.D., et al.: Expert Opin. Drug Saf., 4, 643 (2005),

Applications 3,3’,5-Triiodo-D-thyronine is a structural analogue o the thyroid homonef Thyroxine (T425600). 3,3’,5-Triiodo-D-thyronine has been shown to reduce cholesterol in blood serum.
References Mintz, D.O., et. al.: New Engl. J. Med., 266, 808 (1962)

Applications (S)-Lisinopril (L468985) impurity. Lisinopril Impurity G (Dimer Impurity)

D-Asp(9)-Semaglutide is a semaglutide impurity. The amino acid at position 9 has been replaced by the D-form of the amino acid D-aspartic acid (D-Asp). Semaglutide impurities are structurally related compounds that arise during synthesis, purification, or storage of semaglutide, a long-acting GLP-1 receptor agonist for managing type 2 diabetes and obesity.

D-Arg(28)-Semaglutide is a semaglutide impurity. The amino acid at position 28 has been replaced by the D-form of the amino acid D-arginine (D-Arg). Semaglutide impurities are structurally related compounds that arise during synthesis, purification, or storage of semaglutide, a long-acting GLP-1 receptor agonist for managing type 2 diabetes and obesity.