Leuhistin | CAS#129085-76-3 | aminopeptidases N inhibitor

MedKoo Cat#: 598680 | Name: Leuhistin

Description:

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

Leuhistin is an aminopeptidases N inhibitor from Bacillus laterosporus BMI156-14F1.

Chemical Structure

Leuhistin

CAS#129085-76-3

Theoretical Analysis

MedKoo Cat#: 598680

Name: Leuhistin

CAS#: 129085-76-3

Chemical Formula: C11H19N3O3

Exact Mass: 241.1426

Molecular Weight: 241.29

Elemental Analysis: C, 54.76; H, 7.94; N, 17.42; O, 19.89

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

Leuhistin; Leuhistine;

IUPAC/Chemical Name

(2R,3S)-2-((1H-imidazol-4-yl)methyl)-3-amino-2-hydroxy-5-methylhexanoic acid

InChi Key

WZFDNGAENBEYMA-GXSJLCMTSA-N

InChi Code

InChI=1S/C11H19N3O3/c1-7(2)3-9(12)11(17,10(15)16)4-8-5-13-6-14-8/h5-7,9,17H,3-4,12H2,1-2H3,(H,13,14)(H,15,16)/t9-,11+/m0/s1

SMILES Code

O=C(O)[C@](O)([C@@H](N)CC(C)C)CC1=CNC=N1

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 241.29 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: Yoshida S, Naganawa H, Aoyagi T, Takeuchi T, Takeuchi Y, Kodama Y. Leuhistin, a new inhibitor of aminopeptidase M, produced by Bacillus laterosporus BMI156-14F1. II. Structure determination of leuhistin. J Antibiot (Tokyo). 1991 Jun;44(6):579-81. PubMed PMID: 1676998. 2: Yoshida S, Aoyagi T, Takeuchi T. Biosynthetic study of leuhistin, a new inhibitor of aminopeptidase M. J Antibiot (Tokyo). 1991 Jun;44(6):683-4. PubMed PMID: 1676999. 3: Aoyagi T, Yoshida S, Matsuda N, Ikeda T, Hamada M, Takeuchi T. Leuhistin, a new inhibitor of aminopeptidase M, produced by Bacillus laterosporus BMI156-14F1. I. Taxonomy, production, isolation, physico-chemical properties and biological activities. J Antibiot (Tokyo). 1991 Jun;44(6):573-8. PubMed PMID: 1676997. 4: Lijnen PJ, Petrov VV, Diaz-Araya G, Fagard RH. Reversal of angiotensin II-stimulated collagen gel contraction in cardiac fibroblasts by aminopeptidase inhibition. J Cardiovasc Pharmacol. 2005 Jan;45(1):68-73. PubMed PMID: 15613982. 5: Subirán N, Pinto FM, Agirregoitia E, Candenas L, Irazusta J. Control of APN/CD13 and NEP/CD10 on sperm motility. Asian J Androl. 2010 Nov;12(6):899-902. doi: 10.1038/aja.2010.82. Epub 2010 Sep 20. PubMed PMID: 20852652; PubMed Central PMCID: PMC3739077. 6: Daniel H, Adibi SA. Functional separation of dipeptide transport and hydrolysis in kidney brush border membrane vesicles. FASEB J. 1994 Jul;8(10):753-9. PubMed PMID: 8050675. 7: Lendeckel U, Scholz B, Arndt M, Frank K, Spiess A, Chen H, Roques BP, Ansorge S. Inhibition of alanyl-aminopeptidase suppresses the activation-dependent induction of glycogen synthase kinase-3beta (GSK-3beta) in human T cells. Biochem Biophys Res Commun. 2000 Jun 24;273(1):62-5. PubMed PMID: 10873564. 8: Masler EP. Aminopeptidases in Caenorhabditis elegans and Panagrellus redivivus: detection using peptide and non-peptide substrates. J Helminthol. 2002 Mar;76(1):45-52. PubMed PMID: 12018195. 9: Masler EP, Kovaleva ES, Sardanelli S. Aminopeptidase-like activities in Caenorhabditis elegans and the soybean cyst nematode, Heterodera glycines. J Helminthol. 2001 Sep;75(3):267-72. PubMed PMID: 11551317. 10: Fujii H, Nakajima M, Aoyagi T, Tsuruo T. Inhibition of tumor cell invasion and matrix degradation by aminopeptidase inhibitors. Biol Pharm Bull. 1996 Jan;19(1):6-10. PubMed PMID: 8820902. 11: Kocha T, Ohtsuka E, Funahashi T, Fukuda T, Aoyagi T, Wanda T, Takeuchi T. Suppression of splenic enzyme activities by administration of aminopeptidase N (CD13) inhibitors: relationship between actions in vivo and in vitro. J Enzyme Inhib. 1994;8(3):187-95. PubMed PMID: 7539487. 12: Noriega FG, Edgar KA, Bechet R, Wells MA. Midgut exopeptidase activities in Aedes aegypti are induced by blood feeding. J Insect Physiol. 2002 Feb;48(2):205-212. PubMed PMID: 12770120. 13: Yanagisawa J, Tsuda M, Ohkubo T, Hiyoshi M, Kamiguchi H, Tsukamoto H, Yamamura M, Kocha T, Aoyagi T. A new type of major aminopeptidase in bovine brain. Biochem Mol Med. 1996 Dec;59(2):161-8. PubMed PMID: 8986639. 14: Subirán N, Agirregoitia E, Valdivia A, Ochoa C, Casis L, Irazusta J. Expression of enkephalin-degrading enzymes in human semen and implications for sperm motility. Fertil Steril. 2008 May;89(5 Suppl):1571-7. Epub 2007 Oct 22. PubMed PMID: 17953966. 15: Yamamoto Y, Li YH, Huang K, Ohkubo I, Nishi K. Isolation and characterization of an alanyl aminopeptidase from rat liver cytosol as a puromycin-sensitive enkephalin-degrading aminopeptidase. Biol Chem. 1998 Jun;379(6):711-9. PubMed PMID: 9687021. 16: Konkoy CS, Davis TP. Regional metabolism of Met-enkephalin and cholecystokinin on intact ratbrain slices: characterization of specific peptidases. J Neurochem. 1995 Dec;65(6):2773-82. PubMed PMID: 7595577. 17: Brooks DR, Hooper NM, Isaac RE. The Caenorhabditis elegans orthologue of mammalian puromycin-sensitive aminopeptidase has roles in embryogenesis and reproduction. J Biol Chem. 2003 Oct 31;278(44):42795-801. Epub 2003 Aug 20. PubMed PMID: 12930831. 18: Yamamoto Y, Li YH, Ushiyama I, Nishimura A, Ohkubo I, Nishi K. Puromycin-sensitive alanyl aminopeptidase from human liver cytosol: purification and characterization. Forensic Sci Int. 2000 Sep 11;113(1-3):143-6. PubMed PMID: 10978616. 19: Sajid M, Isaac RE, Harrow ID. Purification and properties of a membrane aminopeptidase from Ascaris suum muscle that degrades neuropeptides AF1 and AF2. Mol Biochem Parasitol. 1997 Nov;89(2):225-34. PubMed PMID: 9364967. 20: Chang YW, Chen SC, Cheng EC, Ko YP, Lin YC, Kao YR, Tsay YG, Yang PC, Wu CW, Roffler SR. CD13 (aminopeptidase N) can associate with tumor-associated antigen L6 and enhance the motility of human lung cancer cells. Int J Cancer. 2005 Aug 20;116(2):243-52. PubMed PMID: 15812828.