GLY-HIS-ORN | CAS#71752-72-2 | peptide

MedKoo Cat#: 597690 | Name: GLY-HIS-ORN

Description:

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

GLY-HIS-ORN is a peptide.

Chemical Structure

GLY-HIS-ORN

CAS#71752-72-2

Theoretical Analysis

MedKoo Cat#: 597690

Name: GLY-HIS-ORN

CAS#: 71752-72-2

Chemical Formula: C13H22N6O4

Exact Mass: 326.1703

Molecular Weight: 326.35

Elemental Analysis: C, 47.84; H, 6.80; N, 25.75; O, 19.61

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

GLY-HIS-ORN;

IUPAC/Chemical Name

(S)-5-amino-2-((S)-2-(2-aminoacetamido)-3-(1H-imidazol-4-yl)propanamido)pentanoic acid

InChi Key

MGEDLPQDCSQUFL-UWVGGRQHSA-N

InChi Code

InChI=1S/C13H22N6O4/c14-3-1-2-9(13(22)23)19-12(21)10(18-11(20)5-15)4-8-6-16-7-17-8/h6-7,9-10H,1-5,14-15H2,(H,16,17)(H,18,20)(H,19,21)(H,22,23)/t9-,10-/m0/s1

SMILES Code

NCCC[C@@H](C(O)=O)NC([C@H](CC1=CNC=N1)NC(CN)=O)=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 326.35 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.

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: Glisić BD, Rajković S, Zivković MD, Djuran MI. A comparative study of complex formation in the reactions of gold(III) with Gly-Gly, Gly-L-Ala and Gly-L-His dipeptides. Bioorg Chem. 2010 Aug;38(4):144-8. doi: 10.1016/j.bioorg.2010.03.002. Epub 2010 Mar 15. PubMed PMID: 20359733. 2: Rychlewska U, Warzajtis B, Glisić BD, Zivković MD, Rajković S, Djuran MI. Monocationic gold(III) Gly-L-His and L-Ala-L-His dipeptide complexes: crystal structures arising from solvent free and solvent-containing crystal formation and structural modifications tuned by counter-anions. Dalton Trans. 2010 Oct 14;39(38):8906-13. doi: 10.1039/c0dt00163e. Epub 2010 Aug 20. PubMed PMID: 20725685. 3: Kukowska M, Kukowska-Kaszuba M, Dzierzbicka K. In vitro studies of antimicrobial activity of Gly-His-Lys conjugates as potential and promising candidates for therapeutics in skin and tissue infections. Bioorg Med Chem Lett. 2015 Feb 1;25(3):542-6. doi: 10.1016/j.bmcl.2014.12.029. Epub 2014 Dec 16. PubMed PMID: 25556094. 4: Lewis MA, Williams KM, Fang YY, Schultz FA, Long EC. DNA Cleaving "Tandem-Array" Metallopeptides Activated With KHSO(5): Towards the Development of Multi-Metallated Bioactive Conjugates and Compounds. Curr Bioact Compd. 2014;10(1):13-20. PubMed PMID: 25408625; PubMed Central PMCID: PMC4232849. 5: Li Y, Zhang Z, Kang SM, Buescher JL, Morrow CD. Insights into the interaction between tRNA and primer binding site from characterization of a unique HIV-1 virus which stably maintains dual PBS complementary to tRNA(Gly) and tRNA(His). Virology. 1997 Nov 24;238(2):273-82. PubMed PMID: 9400600. 6: Deibler GE, Krutzsch HC, Martenson RE. A reinvestigation of the amino acid sequences of bovine, rabbit, monkey, and human myelin basic proteins. J Biol Chem. 1985 Jan 10;260(1):472-4. PubMed PMID: 2578127. 7: Ukeda H, Hasegawa Y, Harada Y, Sawamura M. Effect of carnosine and related compounds on the inactivation of human Cu,Zn-superoxide dismutase by modification of fructose and glycolaldehyde. Biosci Biotechnol Biochem. 2002 Jan;66(1):36-43. PubMed PMID: 11866117. 8: Feyer V, Plekan O, Tsud N, Cháb V, Matolín V, Prince KC. Adsorption of histidine and histidine-containing peptides on Au(111). Langmuir. 2010 Jun 1;26(11):8606-13. doi: 10.1021/la904684e. PubMed PMID: 20337409. 9: Matczak-Jon E, Jezowska-Trzebiatowska B, Kozłowski H. Interaction of Pd(II) glycyl--L-histidine complex with cytidine and GMP. Proton and carbon-13 nmr studies. J Inorg Biochem. 1980 Apr;12(2):143-56. PubMed PMID: 6255093. 10: Tang N, Skibsted LH. Calcium Binding to Amino Acids and Small Glycine Peptides in Aqueous Solution: Toward Peptide Design for Better Calcium Bioavailability. J Agric Food Chem. 2016 Jun 1;64(21):4376-89. doi: 10.1021/acs.jafc.6b01534. Epub 2016 May 16. PubMed PMID: 27159329. 11: Miskoski S, García NA. Influence of the peptide bond on the singlet molecular oxygen-mediated (O2[1 delta g]) photooxidation of histidine and methionine dipeptides. A kinetic study. Photochem Photobiol. 1993 Mar;57(3):447-52. PubMed PMID: 8475178. 12: Ryabova ES, Rydberg P, Kolberg M, Harbitz E, Barra AL, Ryde U, Andersson KK, Nordlander E. A comparative reactivity study of microperoxidases based on hemin, mesohemin and deuterohemin. J Inorg Biochem. 2005 Mar;99(3):852-63. PubMed PMID: 15708807. 13: Sever'yanova LА, Dolgintsev ME. Effects of Tripeptide Gly-His-Lys in Pain-Induced Aggressive-Defensive Behavior in Rats. Bull Exp Biol Med. 2017 Dec;164(2):140-143. doi: 10.1007/s10517-017-3943-3. Epub 2017 Nov 27. PubMed PMID: 29181666. 14: Drozak J, Piecuch M, Poleszak O, Kozlowski P, Chrobok L, Baelde HJ, de Heer E. UPF0586 Protein C9orf41 Homolog Is Anserine-producing Methyltransferase. J Biol Chem. 2015 Jul 10;290(28):17190-205. doi: 10.1074/jbc.M115.640037. Epub 2015 May 22. PubMed PMID: 26001783; PubMed Central PMCID: PMC4498059. 15: Vistoli G, De Maddis D, Straniero V, Pedretti A, Pallavicini M, Valoti E, Carini M, Testa B, Aldini G. Exploring the space of histidine containing dipeptides in search of novel efficient RCS sequestering agents. Eur J Med Chem. 2013 Aug;66:153-60. doi: 10.1016/j.ejmech.2013.05.009. Epub 2013 May 30. PubMed PMID: 23792353. 16: Zinati Z, Zamansani F, Hossein KayvanJoo A, Ebrahimi M, Ebrahimi M, Ebrahimie E, Mohammadi Dehcheshmeh M. New layers in understanding and predicting α-linolenic acid content in plants using amino acid characteristics of omega-3 fatty acid desaturase. Comput Biol Med. 2014 Nov;54:14-23. doi: 10.1016/j.compbiomed.2014.08.019. Epub 2014 Aug 26. PubMed PMID: 25199845. 17: Kostelansky MS, Lounes KC, Ping LF, Dickerson SK, Gorkun OV, Lord ST. Calcium-binding site beta 2, adjacent to the "b" polymerization site, modulates lateral aggregation of protofibrils during fibrin polymerization. Biochemistry. 2004 Mar 9;43(9):2475-83. PubMed PMID: 14992585. 18: Lovett PS, Young FE. Linkage groups in Bacillus pumilus determined by bacteriophage PBS1-mediated transduction. J Bacteriol. 1971 May;106(2):697-9. PubMed PMID: 5573737; PubMed Central PMCID: PMC285150. 19: Manoj N, Vijayan M. X-ray studies on crystalline complexes involving amino acids and peptides. XXXVI. Crystal structures of hydrated glycyl-L-histidine and L-histidyl-L-alanine complexes with oxalic acid. J Pept Res. 2000 Oct;56(4):210-7. PubMed PMID: 11083060. 20: Tran T, Lintner K, Toma F, Fermandjian S. Influence of hydrogen bonding on the rotamer distribution of the histidine side chain in peptides: 1H NMR and CD studies. Biochim Biophys Acta. 1977 Jun 24;492(2):245-53. PubMed PMID: 18203.