Pepstatin | 26305-03-3

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)
EWG's Food Scores	1
FDA UNII	V6Y2T27Q1U

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
F	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(59)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	PEPS-RO	Pepstatin from Streptomyces species	26305-03-3	2mg	$103	2024-03-01	Buy
Sigma-Aldrich	PEPS-RO	Pepstatin from Streptomyces species	26305-03-3	10mg	$197	2024-03-01	Buy
Sigma-Aldrich	PEPS-RO	Pepstatin from Streptomyces species	26305-03-3	50mg	$472	2024-03-01	Buy
Sigma-Aldrich	516481-M	Pepstatin A, Synthetic - CAS 26305-03-3 - Calbiochem Pepstatin A, Synthetic, CAS 26305-03-3, is a reversible inhibitor of aspartic proteases. Inhibits cathepsin D, pepsin, and renin.	26305-03-3	5mg	$68.4	2024-03-01	Buy
Sigma-Aldrich	516481-M	Pepstatin A, Synthetic - CAS 26305-03-3 - Calbiochem Pepstatin A, Synthetic, CAS 26305-03-3, is a reversible inhibitor of aspartic proteases. Inhibits cathepsin D, pepsin, and renin.	26305-03-3	25mg	$207	2024-03-01	Buy

Product number	Packaging	Price	Buy
PEPS-RO	2mg	$103	Buy
PEPS-RO	10mg	$197	Buy
PEPS-RO	50mg	$472	Buy
516481-M	5mg	$68.4	Buy
516481-M	25mg	$207	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

Antiviral;Aspartic proteases irreversible inhibitor

Uses

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

Uses

As an aspartic proteases irreversible inhibitor, Pepstain A can be used in conjunction with E64-d and Leupeptin A to inhibit the degradation of autophagic cargo inside autophagosomes.

Definition

ChEBI: Pepstatin A is a pentapeptide isolated from Streptomyces testaceus. It is a potent inhibitor of aspartyl proteases. It has a role as a bacterial metabolite and an EC 3.4.23.* (aspartic endopeptidase) inhibitor. It is a pentapeptide and a secondary carboxamide. It is a conjugate acid of a pepstatin A(1-).

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.

Biochem/physiol Actions

Primary Targetaspartic proteases

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

storage

+4°C

References

1) Merck Index 14:7147 2) Marciniszyn?et al.?(1976)?Mode of inhibition of acid proteases by pepstatin; J. Biol. Chem.,?251?7088 3) Oda (2012)?New families of carboxy peptidases: serine-carboxyl peptidases and glutamic peptidases; J. Biochem.,?151?13 4) Yoshida?et al. (2006)?Pepstatin A, an aspartic proteinase inhibitor, suppresses RANKL-induced osteoclast differentiation; J. Biochem.,?139?583

Pepstatin synthesis

Synthesis of Pepstatin from Isovaleric acid and FMOC-L-Valine and FMOC-Ala-OH and FMOC-STA-OH

Pepstatin Preparation Products And Raw materials

Raw materials

FMOC-Ala-OH FMOC-STA-OH FMOC-L-Valine Isovaleric acid

Preparation Products

Pepstatin Suppliers

Global( 290)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Alpha Biopharmaceuticals Co., Ltd	+86-411-39042497 +8613921981412	sales@alphabiopharm.com	China	886	58
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32480	60
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Shenzhen Nexconn Pharmatechs Ltd	+86-755-89396905 +86-15013857715	admin@nexconn.com	China	10248	58
Hubei xin bonus chemical co. LTD	86-13657291602	linda@hubeijusheng.com	CHINA	22968	58
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19553	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	47465	58
Fuxin Pharmaceutical	+86-021-021-50872116 +8613122107989	contact@fuxinpharm.com	China	10297	58
Hebei Yanxi Chemical Co., Ltd.	+8617531190177	peter@yan-xi.com	China	5993	58

Supplier	Advantage
Alpha Biopharmaceuticals Co., Ltd	58
ATK CHEMICAL COMPANY LIMITED	60
career henan chemical co	58
Shenzhen Nexconn Pharmatechs Ltd	58
Hubei xin bonus chemical co. LTD	58
BOC Sciences	58
Chongqing Chemdad Co., Ltd	58
CONIER CHEM AND PHARMA LIMITED	58
Fuxin Pharmaceutical	58
Hebei Yanxi Chemical Co., Ltd.	58

View Lastest Price from Pepstatin manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2023-09-06	Pepstatin 26305-03-3	US $0.00-0.00 / KG	1KG	99%	500000kg	Hebei Guanlang Biotechnology Co., Ltd.
2022-10-09	Pepstatin 26305-03-3	US $0.00-0.00 / KG	1KG	98%	1ton	Henan Aochuang Chemical Co.,Ltd.
2021-09-29	Pepstatin 26305-03-3	US $0.00-0.00 / g	1g	98.0%	1kg/month	WUHAN FORTUNA CHEMICAL CO., LTD

Pepstatin
26305-03-3
US $0.00-0.00 / KG
99%
Hebei Guanlang Biotechnology Co., Ltd.

Pepstatin
26305-03-3
US $0.00-0.00 / KG
98%
Henan Aochuang Chemical Co.,Ltd.

Pepstatin
26305-03-3
US $0.00-0.00 / g
98.0%
WUHAN FORTUNA CHEMICAL CO., LTD

Pepstatin Spectrum

Pepstatin(26305-03-3)MS Pepstatin(26305-03-3)Raman Pepstatin(26305-03-3)FT-IR

26305-03-3(Pepstatin)Related Search:

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Methyl acrylate Methylparaben Leupeptin Aprotinin Methanol

Acetonitrile Paraquat dichloride Methyl Saccharated Pepsin DL-4-Amino-3-hydroxybutyric acid

(S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID ACETYL-PEPSTATIN,AC-PEPSTATIN,PEPSTATIN, ACETYL- PEPSTATIN A METHYL ESTER

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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