ChemicalBook > Product Catalog >Biochemical Engineering >Enzymes And Coenzymes drugs >Pepstatin

Pepstatin

Pepstatin Structure
CAS No.
26305-03-3
Chemical Name:
Pepstatin
Synonyms
PEPSTATIN A;(3S,4S)-4-AMINO-3-HYDROXY-6-METHYL-HEPTANOIC ACID;CPSD;PEPSTATIN;PepstainA;ahpatininc;procidins735a;A Pepstatin A;Pepstatin A TFA;PEPSTATIN A 10MG
CBNumber:
CB5155004
Molecular Formula:
C34H63N5O9
Molecular Weight:
685.89
MOL File:
26305-03-3.mol
MSDS File:
SDS
Modify Date:
2024/7/19 18:29:52

Pepstatin Properties

Melting point 233 °C (dec.)(lit.)
alpha D27 -90.3° (c = 0.288 in methanol)
Boiling point 695.91°C (rough estimate)
Density 1.1340 (rough estimate)
refractive index 1.7500 (estimate)
storage temp. 2-8°C
solubility 10% acetic acid in methanol: 1 mg/mL
pka 4.17±0.10(Predicted)
form White solid
color Colorless needles
optical activity Optical rotation: -90.0 ± 5° (c = 0.5, MeOH, 20°C).
Water Solubility It is soluble in 10% (v/v) acetic acid in methanol (9:1 methanol:acetic acid) (1 mg/ml), ethanol (1-2 mg/ml with heat up to 60°C), DMSO (5 mg/ml), methanol (1 mg/ml), and acetic acid. Insoluble in benzene, chloroform, water, 1 M NaOH, and ether.
BRN 2201362
Stability Stable. Incompatible with strong bases, strong acids.
InChIKey JKGWASGTXVCDML-LXTPJMTPSA-N
CAS DataBase Reference 26305-03-3(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Safety Statements  22-24/25
WGK Germany  2
RTECS  SC6155000
10
HS Code  29241990
Toxicity LD50 in mice, rats, rabbits, dogs (mg/kg): 1090, 875, 820, 450 i.p.; all >2000 orally (Umezawa, 1970)

Pepstatin price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) P4265 Pepstatin A microbial, ≥75% (HPLC) 26305-03-3 1MG ₹4282.2 2022-06-14 Buy
Sigma-Aldrich(India) P5318 Pepstatin A microbial, ≥90% (HPLC) 26305-03-3 5MG ₹9136.3 2022-06-14 Buy
Sigma-Aldrich(India) P4265 Pepstatin A microbial, ≥75% (HPLC) 26305-03-3 5MG ₹9796.6 2022-06-14 Buy
Sigma-Aldrich(India) SAB4500553 Anti-CATD (light chain, Cleaved-Gly65) antibody produced in rabbit affinity isolated antibody 26305-03-3 100μG ₹50560.5 2022-06-14 Buy
Sigma-Aldrich(India) P4265 Pepstatin A microbial, ≥75% (HPLC) 26305-03-3 25MG ₹26986.4 2022-06-14 Buy
Product number Packaging Price Buy
P4265 1MG ₹4282.2 Buy
P5318 5MG ₹9136.3 Buy
P4265 5MG ₹9796.6 Buy
SAB4500553 100μG ₹50560.5 Buy
P4265 25MG ₹26986.4 Buy

Pepstatin Chemical Properties,Uses,Production

Description

Pepstatin A is a bacterial-derived chemotactic pentapeptide that irreversibly inhibits aspartic proteases, including pepsin, gastricsin, renin, cathepsin E, and cathepsin D. Pepstatin A has been reported to stimulate human neutrophil degranulation (EC50 = 0.75 μM) and super oxide production (EC50 = 1.5 μM). Pepstatin A has been widely used as a research tool in studies of protease mechanisms and biological functions and has been examined as a therapeutic agent for inflammatory conditions including gastric ulcer, edema, and hypertension.

Chemical Properties

solid

Uses

Pepstatin A are natural, statine-containing peptides that acts as inhibitor of aspartic protease enzymes.

General Description

Pepstatin A is a naturally occurring chemotactic peptide and inhibitor of aspartic proteases that was initially isolated from culture filtrates of various Actinomycetes species, with the initial name simply of “pepstatin”. This name was later modified to “pepstatin A” to distinguish the original pepstatin from later derivatives. Pepstatin A notably contains the unusual amino acid 4-amino-hydroxy-6-methylheptanoic acid (AHMHA), which is known also as statine. The amino acid sequence of pepstatin A is N-Isovaleryl-L-Valyl-L-Valyl-AHMHA-L-Alanyl-AHMHA.

Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx.

Enzyme inhibitor

This naturally occurring statine-containing peptidomimetic (FWfree-acid = 685.90 g/mol; CAS 26305-03-3), also called pepstatin A and isovalerylpepstatin and named systematically as N-(isovaleryl)-L-valyl-L-valyl-statylL-alanyl-statine (where the statyl residue is a (3S,4S)-4-amino-3-hydroxy-6- methylheptanoyl residue and the C-terminal statine is the corresponding acid), is a presumptive transition-state analogue for prototypical aspartate proteinase pepsin (Ki = 46 pM). Pepstatin will also inhibit other carboxy proteinases. The inhibitory effectiveness of statine-containing peptides has been widely exploited by incorporating the statine residue into peptides that otherwise match sequence preferences of the target enzyme’s sub-sites. Because pepstatin has a low solubility in water, it is often dissolved indimethyl sulfoxide, methanol, or ethanol. Note that many derivatives of pepstatin are available, each displaying a different spectrum of inhibitory effects. Pepstatin B and C are the N-(n-caproyl)- and N-(iso-caproyl)- derivatives, respectively. Note: Above a critical concentration of 0.1 mM in low ionic-strength and neutral buffers, pepstatin often polymerizes into filaments that be several micrometers in length and have characteristic diameters ranging between 6 and 12 nm

Pepstatin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 297)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CHEMSWORTH +91-261-2397244 New Delhi, India 6707 30 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
Otto Chemie Pvt. Ltd. +91 9820041841 Mumbai, India 5873 58 Inquiry
Apeloa production Co.,Limited +8619933239880 China 853 58 Inquiry
Alpha Biopharmaceuticals Co., Ltd +86-15542445688 China 888 58 Inquiry
ATK CHEMICAL COMPANY LIMITED +undefined-21-51877795 China 32760 60 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29898 58 Inquiry
Shenzhen Nexconn Pharmatechs Ltd +86-755-89396905 +86-15013857715 China 10318 58 Inquiry
BOC Sciences +1-631-485-4226 United States 19553 58 Inquiry
Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 China 39916 58 Inquiry
ahpatininc pepsininhibitors735a procidins735a PEPSTATIN X-VAL-VAL-STATYL-ALA-STATIN AHMHA ISOVALERYL-L-VAL-L-VAL-AHMHA-L-ALA-STA Pepstatin A, Ultra Pure pepstatin|Pep A|PEP|peptistatin A|pepstatine A|Pepstatin A|pepstatine pepstatin|Pepstatin A Pepstatin A Microbial N-(3-methyl-1-oxobutyl)-L-valyl-L-valyl-(3S,4S)-4-amino-3-hydroxy-6-methylheptanoyl-N-[(1S)-1-[(1S)-2-carboxy-1-hydroxyethyl]-3-methylbutyl]-L-alaninamide Anti-CATD (light chain, Cleaved-Gly65) antibody produced in rabbit Cathepsin D heavy chain Cathepsin D light chain CPSD Anti-CATD (heavy chain, Cleaved-Leu169) antibody produced in rabbit EZNA KIT MICROELUTE VIRAL DNA/RNA SUCROSE PROTEOMICS GRADE I-VALERYL-L-VAL-L-VAL-AHMHA-L-ALA-AHMHA IVA-VAL-VAL-STA-ALA-STA ISOVALERYL-VAL-VAL-4-AMINO-3-HYDROXY-6-METHYLHEPTANOYL-ALA-4-AMINO-3-HYDROXY-6-METHYLHEPTANOIC ACID ISOVALERYL-VAL-VAL-STA-ALA-STA ISOVALERYL-VAL-VAL-STA-ALA-STA-OH ISOVALERYL-VAL-VAL-STA-ALA-STA-OH (MICROBIAL PRODUCT) ISOVALERYL-L-VAL-L-VAL-AHMHA-L-ALA-AHMHA STA ISO-VALERYL-L-VAL-L-VAL-STA-L-ALA-STA ISOVALERYL-L-VAL-L-VAL-STATINYL-L-ALA-STATINE ISOVALERYL-L-VALYL-L-VALYL-[(3S,4S)-4-AMINO-3-HYDROXY-6-METHYLHEPTANOYL]-L-ALANYL[(3S,4S)-4-AMINO-3-HYDROXY-6-METHYLHEPTANOIC ACID] ISOVALERYL-L-VALYL-L-VALYL-4-AMINO-3-HYDROXY-6-METHYLHEPTANOYL-L-ALANYL-4-AMINO-3-HYDROXY-6-METHYLHEPTANOIC ACID ISOVAL-VAL-VAL-4-AMINO-3-HYDROXY-5-METHYLHEPTANOYL-ALA-4-AMINO-3-HYDROXY-6-METHYLHEPTANOIC ACID ISOVAL-VAL-VAL-STA-ALA-STA Pepstatin (microbial product) pepstatin A ~120'000 U/mg pepstatin A from microbial source PEPSTATIN A SYNTHETIC PEPSTATIN ULTRA PURE GRADE (3S,4S)-3-Hydroxy-4-[[(2S)-2-[[(3S,4S)-3-hydroxy-6-methyl-4-[[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(3-methylbutanoylamino)butanoyl]amino]butanoyl]amino]heptanoyl]amino]propanoyl]amino]-6-methylheptanoic acid N-Isovaleryl-L-valyl-L-valyl-3-hydroxy-6-methyl-gamma-aminoheptanoyl-L-alanyl-3-hydroxy-6-methyl-gamma-aminoheptanoic acid N-Isovaleryl-L-valyl-L-valyl-3-hydroxy-6-methyl-g-aminoheptanoyl-L-alanyl-3-hydroxy-6-methyl-g-aminoheptanoic acid (3S,4S)-4-[N-[(3S,4S)-4-[N-[N-(3-Methyl-1-oxobutyl)-L-valyl]-L-valylamino]-3-hydroxy-6-methylheptanoyl]-L-alanylamino]-3-hydroxy-6-methylheptanoic acid Isovalerylpepstatin N-Isovaleryl-L-Val-L-Val-[(3S,4S)-3-hydroxy-4-amino*-6-methylheptanoyl]-L-Ala-[(3S,4S)-3-hydroxy-4-amino*-6-methylheptanoyl]-OH L-Alaninamide, N-(3-methyl-1-oxobutyl)-L-valyl-L-valyl-(3S,4S)-4-amino-3-hydroxy-6-methylheptanoyl-N-(1S)-1-(1S)-2-carboxy-1-hydroxyethyl-3-methylbutyl- PepstainA A Pepstatin A Pepstatin, ≥98% (HPLC) InSolution Pepstatin A, Synthetic - CAS 26305-03-3 - Calbiochem Pepstatin A, Synthetic - CAS 26305-03-3 - Calbiochem PEPSTATIN A 10MG Pepstatin USP/EP/BP 3-Trilinoleoylglycerol PEPSTATIN A (3S,4S)-4-AMINO-3-HYDROXY-6-METHYL-HEPTANOIC ACID (6S,9S,12S,13S,17S,20S,21S)-13,21-Dihydroxy-12,20-diisobutyl-6,9-diisopropyl-2,17-dimethyl-4,7,10,15,18-pentaoxo-5,8,11,16,19-pentaazatricosan-23-oic acid Pepstatin A >95% Pepstatin A TFA 26305-03-3 26175-03-3