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MedKoo Cat#: 534909 | Name: Histopine

Description:

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

Histopine is a bioactive chemical.

Chemical Structure

Histopine
Histopine
CAS#25303-09-7

Theoretical Analysis

MedKoo Cat#: 534909

Name: Histopine

CAS#: 25303-09-7

Chemical Formula: C9H13N3O4

Exact Mass: 227.0906

Molecular Weight: 227.22

Elemental Analysis: C, 47.57; H, 5.77; N, 18.49; O, 28.16

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.
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Related CAS #
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Synonym
Histopine
IUPAC/Chemical Name
N(2)-(1-Carboxyethyl)-L-histidine
InChi Key
KEMGAOPOGGLPBQ-MSZQBOFLSA-N
InChi Code
InChI=1S/C9H13N3O4/c1-5(8(13)14)12-7(9(15)16)2-6-3-10-4-11-6/h3-5,7,12H,2H2,1H3,(H,10,11)(H,13,14)(H,15,16)/t5?,7-/m0/s1
SMILES Code
O=C(O)[C@H](CC1=CNC=N1)NC(C(O)=O)C
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 227.22 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: Sönmezler M, Özgür E, Yavuz H, Denizli A. Quartz crystal microbalance based histidine sensor. Artif Cells Nanomed Biotechnol. 2019 Dec;47(1):221-227. doi: 10.1080/21691401.2018.1548474. PMID: 30686053. 2: Muller L, Jackson SN, Woods AS. Histidine, the less interactive cousin of arginine. Eur J Mass Spectrom (Chichester). 2019 Apr;25(2):212-218. doi: 10.1177/1469066718791793. PMID: 31018697. 3: Thomson CM, Alphey MS, Fisher G, da Silva RG. Mapping the Structural Path for Allosteric Inhibition of a Short-Form ATP Phosphoribosyltransferase by Histidine. Biochemistry. 2019 Jul 16;58(28):3078-3086. doi: 10.1021/acs.biochem.9b00282. Epub 2019 Jun 28. PMID: 31251578; PMCID: PMC6685669. 4: Histidine: An essential amino acid for normal adults. Nutr Rev. 1975 Jul;33(7):200-2. doi: 10.1111/j.1753-4887.1975.tb05213.x. PMID: 1097960. 5: Zhang H, Yang L, Ding W, Ma Y. Theoretical Studies on the Catalytic Cycle of Histidine Acid Phosphatases Revealing an Acid Proof Mechanism. J Phys Chem B. 2018 Aug 2;122(30):7530-7538. doi: 10.1021/acs.jpcb.8b04808. Epub 2018 Jul 19. PMID: 29975534. 6: Wang XX, Li YB, Feng MR, Smith DE. Semi-Mechanistic Population Pharmacokinetic Modeling of L-Histidine Disposition and Brain Uptake in Wildtype and Pht1 Null Mice. Pharm Res. 2018 Jan 5;35(1):19. doi: 10.1007/s11095-017-2322-0. PMID: 29305823; PMCID: PMC5826761. 7: Amorim LF, Sousa F, Queiroz JA, Cruz C, Sousa Â. Screening of L-histidine- based ligands to modify monolithic supports and selectively purify the supercoiled plasmid DNA isoform. J Mol Recognit. 2015 Jun;28(6):349-58. doi: 10.1002/jmr.2449. Epub 2015 Feb 26. PMID: 25728983. 8: Mejía LA. Is histidine essential for the adult man? A review. Arch Latinoam Nutr. 1978 Jun;28(2):143-51. PMID: 380490. 9: Li H, Liu J, Fang Y, Qin Y, Xu S, Liu Y, Wang E. G-quadruplex-based ultrasensitive and selective detection of histidine and cysteine. Biosens Bioelectron. 2013 Mar 15;41:563-8. doi: 10.1016/j.bios.2012.09.024. Epub 2012 Sep 25. PMID: 23058658. 10: Bélières M, Déjugnat C, Chouini-Lalanne N. Histidine-Based Lipopeptides Enhance Cleavage of Nucleic Acids: Interactions with DNA and Hydrolytic Properties. Bioconjug Chem. 2015 Dec 16;26(12):2520-9. doi: 10.1021/acs.bioconjchem.5b00542. Epub 2015 Nov 25. PMID: 26575864. 11: Che Y, Pang H, Li H, Yang L, Fu X, Liu S, Ding L, Hou J. Microwave-assisted fabrication of copper-functionalized carbon quantum dots for sensitive detection of histidine. Talanta. 2019 May 1;196:442-448. doi: 10.1016/j.talanta.2018.12.098. Epub 2018 Dec 30. PMID: 30683390. 12: Sharma KK, Mandloi M, Jain R. Regioselective copper-catalyzed N(1)-(hetero)arylation of protected histidine. Org Biomol Chem. 2016 Sep 26;14(38):8937-8941. doi: 10.1039/c6ob01753c. PMID: 27714289. 13: Abe H. Role of histidine-related compounds as intracellular proton buffering constituents in vertebrate muscle. Biochemistry (Mosc). 2000 Jul;65(7):757-65. PMID: 10951092. 14: Hansen AL, Kay LE. Measurement of histidine pKa values and tautomer populations in invisible protein states. Proc Natl Acad Sci U S A. 2014 Apr 29;111(17):E1705-12. doi: 10.1073/pnas.1400577111. Epub 2014 Apr 14. PMID: 24733918; PMCID: PMC4035968. 15: Daunay S, Lebel R, Farescour L, Yadan JC, Erdelmeier I. Short protecting- group-free synthesis of 5-acetylsulfanyl-histidines in water: novel precursors of 5-sulfanyl-histidine and its analogues. Org Biomol Chem. 2016 Nov 8;14(44):10473-10480. doi: 10.1039/c6ob01870j. PMID: 27759126. 16: Krishna Deepak RN, Sankararamakrishnan R. N-H···N Hydrogen Bonds Involving Histidine Imidazole Nitrogen Atoms: A New Structural Role for Histidine Residues in Proteins. Biochemistry. 2016 Jul 12;55(27):3774-83. doi: 10.1021/acs.biochem.6b00253. Epub 2016 Jun 28. PMID: 27305350. 17: Kampmann T, Mueller DS, Mark AE, Young PR, Kobe B. The Role of histidine residues in low-pH-mediated viral membrane fusion. Structure. 2006 Oct;14(10):1481-7. doi: 10.1016/j.str.2006.07.011. PMID: 17027497. 18: Tanio M, Kohno T. Histidine-regulated activity of M-ficolin. Biochem J. 2009 Jan 15;417(2):485-91. doi: 10.1042/BJ20081640. PMID: 18826375. 19: Leng Q, Woodle MC, Liu Y, Mixson AJ. Silver adducts of four-branched histidine rich peptides exhibit synergistic antifungal activity. Biochem Biophys Res Commun. 2016 Sep 2;477(4):957-962. doi: 10.1016/j.bbrc.2016.07.008. Epub 2016 Jul 4. PMID: 27387239; PMCID: PMC4968200. 20: Uchida K, Kawakishi S. 2-Oxo-histidine as a novel biological marker for oxidatively modified proteins. FEBS Lett. 1993 Oct 18;332(3):208-10. doi: 10.1016/0014-5793(93)80632-5. PMID: 8405458.