MedKoo Cat#: 597699 | Name: Alanyl ornithine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Alanyl ornithine is a dipeptide.

Chemical Structure

Alanyl ornithine
Alanyl ornithine
CAS#643755-41-3

Theoretical Analysis

MedKoo Cat#: 597699

Name: Alanyl ornithine

CAS#: 643755-41-3

Chemical Formula: C8H17N3O3

Exact Mass: 203.1270

Molecular Weight: 203.24

Elemental Analysis: C, 47.28; H, 8.43; N, 20.68; O, 23.62

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Alanyl ornithine; Dipeptide ao-a;
IUPAC/Chemical Name
(S)-5-amino-2-((S)-2-aminopropanamido)pentanoic acid
InChi Key
VUEDSARGIZJRJU-WDSKDSINSA-N
InChi Code
InChI=1S/C8H17N3O3/c1-5(10)7(12)11-6(8(13)14)3-2-4-9/h5-6H,2-4,9-10H2,1H3,(H,11,12)(H,13,14)/t5-,6-/m0/s1
SMILES Code
NCCC[C@@H](C(O)=O)NC([C@H](C)N)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 203.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Veiga-da-Cunha M, Chevalier N, Stroobant V, Vertommen D, Van Schaftingen E. Metabolite proofreading in carnosine and homocarnosine synthesis: molecular identification of PM20D2 as β-alanyl-lysine dipeptidase. J Biol Chem. 2014 Jul 11;289(28):19726-36. doi: 10.1074/jbc.M114.576579. Epub 2014 Jun 2. PubMed PMID: 24891507; PubMed Central PMCID: PMC4094082. 2: Uchisawa H, Naraoka T, Ono T. A novel ornithine-containing tripeptide isolated from the extract of the brackish-water bivalve Corbicula japonica. Biochim Biophys Acta. 2007 May;1770(5):790-6. Epub 2007 Jan 4. PubMed PMID: 17293050. 3: Mühling J, Burchert D, Langefeld TW, Matejec R, Harbach H, Engel J, Wolff M, Welters ID, Fuchs M, Menges T, Krüll M, Hempelmann G. Pathways involved in alanyl-glutamine-induced changes in neutrophil amino- and alpha-keto acid homeostasis or immunocompetence. Amino Acids. 2007 Sep;33(3):511-24. Epub 2006 Oct 31. PubMed PMID: 17072790. 4: Hammes WP, Neukam R, Kandler O. On the specificity of the uridine diphospho-N-acetylmuramyl-alanyl-D-glutamic acid: diamino acid ligase of Bifidobacterium globosum. Arch Microbiol. 1977 Oct 24;115(1):95-102. PubMed PMID: 931511. 5: Deutch CE. L-Proline nutrition and catabolism in Staphylococcus saprophyticus. Antonie Van Leeuwenhoek. 2011 May;99(4):781-93. doi: 10.1007/s10482-011-9552-7. Epub 2011 Jan 21. PubMed PMID: 21253822. 6: Prosser FH, Schmidt CJ, Nichols SV, Nichols WK. Induction of ornithine decarboxylase, RNA, and protein synthesis in macrophage cell lines stimulated by immunoadjuvants. J Cell Physiol. 1984 Jul;120(1):75-82. PubMed PMID: 6203920. 7: Mitsuhashi S. Current topics in the biotechnological production of essential amino acids, functional amino acids, and dipeptides. Curr Opin Biotechnol. 2014 Apr;26:38-44. doi: 10.1016/j.copbio.2013.08.020. Epub 2013 Sep 25. Review. PubMed PMID: 24679256. 8: Endo Y. Induction of ornithine decarboxylase in mouse tissues following the injection of mitogenic substances. Enhancement by actinomycin D. Biochem Pharmacol. 1984 Jul 1;33(13):2123-7. PubMed PMID: 6743356. 9: Mühling J, Sablotzki A, Fuchs M, Krüll M, Dehne MG, Weiss S, Gonter J, Quandt D, Hempelmann G. Effects of diazepam on neutrophil (PMN) free amino acid profiles and immune functions in vitro. Metabolical and immunological consequences of L-alanyl-L-glutamine supplementation. J Nutr Biochem. 2001 Jan;12(1):46-54. PubMed PMID: 11179861. 10: Diddens H, Zähner H, Kraas E, Göhring W, Jung G. On the transport of tripeptide antibiotics in bacteria. Eur J Biochem. 1976 Jun 15;66(1):11-23. PubMed PMID: 8311. 11: Arai T, Kino K. A novel L-amino acid ligase is encoded by a gene in the phaseolotoxin biosynthetic gene cluster from Pseudomonas syringae pv. phaseolicola 1448A. Biosci Biotechnol Biochem. 2008 Nov;72(11):3048-50. Epub 2008 Nov 7. PubMed PMID: 18997422. 12: Bild GS, Morris JC. Detection of beta-carbanion formation during kynurenine hydrolysis catalyzed by Pseudomonas marginalis kynureninase. Arch Biochem Biophys. 1984 Nov 15;235(1):41-7. PubMed PMID: 6497394. 13: Van Dyck E, Piot P. Enzyme profile of Haemophilus ducreyi strains isolated on different continents. Eur J Clin Microbiol. 1987 Feb;6(1):40-3. PubMed PMID: 3032608. 14: Mühling J, Fuchs M, Fleck C, Sablotzki A, Krüll M, Dehne MG, Gonter J, Weiss S, Engel J, Hempelmann G. Effects of arginine, L-alanyl-L-glutamine or taurine on neutrophil (PMN) free amino acid profiles and immune functions in vitro. Amino Acids. 2002;22(1):39-53. PubMed PMID: 12025873. 15: Deng WW, Sasamoto H, Ashihara H. Effect of caffeine on the expression pattern of water-soluble proteins in rice (Oryza sativa) seedlings. Nat Prod Commun. 2015 May;10(5):733-6. PubMed PMID: 26058146. 16: Hernández-Guzmán G, Alvarez-Morales A. Isolation and characterization of the gene coding for the amidinotransferase involved in the biosynthesis of phaseolotoxin in Pseudomonas syringae pv. phaseolicola. Mol Plant Microbe Interact. 2001 Apr;14(4):545-54. PubMed PMID: 11310742. 17: Haynes TE, Li P, Li X, Shimotori K, Sato H, Flynn NE, Wang J, Knabe DA, Wu G. L-Glutamine or L-alanyl-L-glutamine prevents oxidant- or endotoxin-induced death of neonatal enterocytes. Amino Acids. 2009 May;37(1):131-42. doi: 10.1007/s00726-009-0243-x. Epub 2009 Feb 3. PubMed PMID: 19189199. 18: Hamada Y. A novel N-terminal degradation reaction of peptides via N-amidination. Bioorg Med Chem Lett. 2016 Apr 1;26(7):1690-5. doi: 10.1016/j.bmcl.2016.02.058. Epub 2016 Feb 21. PubMed PMID: 26916439. 19: Perkins HR. Homoserine and diaminobutyric acid in the mucopeptide-precursor-nucleotides and cell walls of some plant-pathogenic corynebacteria. Biochem J. 1971 Feb;121(3):417-23. PubMed PMID: 5119774; PubMed Central PMCID: PMC1176588. 20: Weitzel G, Eisele K, Stock W. Structure and activity of insulin, XIII. Specificity of the arginine-guanidino group in biologically active tetrapeptides of the insulin sequence B 22-25 (Arg-Gly-Phe-Phe). Hoppe Seylers Z Physiol Chem. 1975 May;356(5):583-90. PubMed PMID: 1158333.