Streptomyces pepsin inhibitor | CAS#11076-29-2 | pepsin inhibitor

MedKoo Cat#: 598079 | Name: Streptomyces pepsin inhibitor

Description:

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

Streptomyces pepsin inhibitor is a pepsin inhibitor.

Chemical Structure

Streptomyces pepsin inhibitor

CAS#11076-29-2

Theoretical Analysis

MedKoo Cat#: 598079

Name: Streptomyces pepsin inhibitor

CAS#: 11076-29-2

Chemical Formula: C31H57N5O9

Exact Mass: 643.4156

Molecular Weight: 643.82

Elemental Analysis: C, 57.83; H, 8.92; N, 10.88; O, 22.36

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 #

No Data

Synonym

Streptomyces pepsin inhibitor; Ac-Pepstatin; Acetyl-pepstatin;

IUPAC/Chemical Name

(4S,7S,8S,10S,19S)-8-carbamoyl-11,19-dihydroxy-10,18-diisobutyl-4-isopropyl-7,15-dimethyl-2,5,13,16-tetraoxo-3,9,14,17-tetraazahenicosan-21-oic acid

InChi Key

DORLYIHENBEEDV-HHFDZKFESA-N

InChi Code

InChI=1S/C31H57N5O9/c1-15(2)10-21(35-29(30(32)44)18(7)12-25(40)28(17(5)6)34-20(9)37)23(38)13-26(41)33-19(8)31(45)36-22(11-16(3)4)24(39)14-27(42)43/h15-19,21-24,28-29,35,38-39H,10-14H2,1-9H3,(H2,32,44)(H,33,41)(H,34,37)(H,36,45)(H,42,43)/t18-,19?,21-,22?,23?,24-,28-,29-/m0/s1

SMILES Code

C[C@@H](CC([C@H](C(C)C)NC(C)=O)=O)[C@@H](C(N)=O)N[C@@H](CC(C)C)C(O)CC(NC(C)C(NC([C@@H](O)CC(O)=O)CC(C)C)=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 643.82 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: Kitagishi K, Nakatani H, Hiromi K. Static and kinetic studies on the binding between pepsin and Streptomyces pepsin inhibitor with a fluorescent probe. J Biochem. 1980 Feb;87(2):573-9. PubMed PMID: 6766932. 2: Nakatani H, Tsuchiya M, Morita T, Ohki S, Hiromi K. Binding of Streptomyces pepsin inhibitor (acetyl-pepstatin) with chymosin (Rennin). Biochim Biophys Acta. 1980 Jul 10;614(1):144-50. PubMed PMID: 6772226. 3: Nakatani H, Hiromi K, Kitagishi K. Kinetic study on the interaction of Rhizopus chinensis aspartic protease with Streptomyces pepsin inhibitor (acetylpepstatin). Arch Biochem Biophys. 1988 Jun;263(2):311-4. PubMed PMID: 3288122. 4: Sun Y, Takada K, Nogi Y, Okada S, Matsunaga S. Lower homologues of ahpatinin, aspartic protease inhibitors, from a marine Streptomyces sp. J Nat Prod. 2014 Jul 25;77(7):1749-52. doi: 10.1021/np500337m. Epub 2014 Jun 24. PubMed PMID: 24960234. 5: Gómez J, Freire E. Thermodynamic mapping of the inhibitor site of the aspartic protease endothiapepsin. J Mol Biol. 1995 Sep 22;252(3):337-50. PubMed PMID: 7563055. 6: Bailly E, Jambou R, Savel J, Jaureguiberry G. Plasmodium falciparum: differential sensitivity in vitro to E-64 (cysteine protease inhibitor) and Pepstatin A (aspartyl protease inhibitor). J Protozool. 1992 Sep-Oct;39(5):593-9. PubMed PMID: 1522541. 7: Mazzini A, Incerti M, Favilla R. Interaction of DAPI with pepsin as a function of pH and ionic strength. Biophys Chem. 1997 Sep 1;67(1-3):65-74. PubMed PMID: 9397519. 8: Kay J, Afting EG, Aoyagi T, Dunn BM. The effects of lactoyl-pepstatin and the pepsin inhibitor peptide on pig cathepsin D. Biochem J. 1982 Jun 1;203(3):795-7. PubMed PMID: 7115318; PubMed Central PMCID: PMC1158299. 9: Gaw AJ, Williams LV, Spraggs CF, Jordan CC. Role of pepsin in the development of indomethacin-induced antral ulceration in the rat. Aliment Pharmacol Ther. 1995 Apr;9(2):167-72. PubMed PMID: 7605857. 10: Ford TF, Hermon-Taylor J, Grant DA. A sensitive fluorometric assay for the simultaneous estimation of pepsin and pepsinogen in gastric mucosa. Clin Chim Acta. 1982 Nov 24;126(1):17-23. PubMed PMID: 6816487. 11: Cho YK, Rebholz KL, Northrop DB. Solvent isotope effects on the onset of inhibition of porcine pepsin by pepstatin. Biochemistry. 1994 Aug 16;33(32):9637-42. PubMed PMID: 8068640. 12: Will PC, Allbee WE, Witt CG, Bertko RJ, Gaginella TS. Quantification of pepsin A activity in canine and rat gastric juice with the chromogenic substrate azocoll. Clin Chem. 1984 May;30(5):707-11. PubMed PMID: 6424962. 13: McConnell RM, Frizzell D, Camp A, Evans A, Jones W, Cagle C. New pepstatin analogues: synthesis and pepsin inhibition. J Med Chem. 1991 Jul;34(7):2298-300. PubMed PMID: 2067002. 14: Dash C, Phadtare S, Deshpande V, Rao M. Structural and mechanistic insight into the inhibition of aspartic proteases by a slow-tight binding inhibitor from an extremophilic Bacillus sp.: correlation of the kinetic parameters with the inhibitor induced conformational changes. Biochemistry. 2001 Sep 25;40(38):11525-32. PubMed PMID: 11560501. 15: Matúz K, Mótyán J, Li M, Wlodawer A, Tőzsér J. Inhibition of XMRV and HIV-1 proteases by pepstatin A and acetyl-pepstatin. FEBS J. 2012 Sep;279(17):3276-86. doi: 10.1111/j.1742-4658.2012.08714.x. Epub 2012 Aug 17. PubMed PMID: 22804908. 16: Pörn-Ares MI, Samali A, Orrenius S. Cleavage of the calpain inhibitor, calpastatin, during apoptosis. Cell Death Differ. 1998 Dec;5(12):1028-33. PubMed PMID: 9894609. 17: Todd MJ, Freire E. The effect of inhibitor binding on the structural stability and cooperativity of the HIV-1 protease. Proteins. 1999 Aug 1;36(2):147-56. PubMed PMID: 10398363. 18: Suen SY, Etzel MR. Sorption kinetics and breakthrough curves for pepsin and chymosin using pepstatin A affinity membranes. J Chromatogr A. 1994 Dec 2;686(2):179-92. PubMed PMID: 7881530. 19: Saito H, Nakamaru M, Ogihara T, Rakugi H, Kumahara Y, Shimamoto K, Miyazaki M, Inagami T. Renin inhibitor and converting enzyme inhibitors suppress vascular angiotensin II. Hypertension. 1989 Jun;13(6 Pt 2):749-53. PubMed PMID: 2661430. 20: Yang J, Quail JW. Structure of the Rhizomucor miehei aspartic proteinase complexed with the inhibitor pepstatin A at 2.7 A resolution. Acta Crystallogr D Biol Crystallogr. 1999 Mar;55(Pt 3):625-30. PubMed PMID: 10089458.