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B581

CAS No.
149759-96-6
Chemical Name:
B581
Synonyms
FTASE INHIBITOR I;B581;B581 USP/EP/BP;H-Cys-()-Val-()-Phe-Met-OH;CYS-((R))-VAL-((R))-PHE-MET;H-CYS-(R)-VAL-(R)-PHE-MET-OH;H-Cys-psi(CH2NH)Val-psi(CH2NH)Phe-Met-OH;N-[(S)-2-((R)-2-Amino-3-mercapto-propylamino)-3-me;H-Cys-psi(CH2NH)Val-psi(CH2NH)Phe-Met-OH trifluoroacetate salt;N-[2(S)-[2(R)-AMINO-3-MERCAPTOPROPYLAMINO]-3-METHYL-BUTYL]-PHE-MET
CBNumber:
CB6454713
Molecular Formula:
C22H38N4O3S2
Molecular Weight:
470.69
MDL Number:
MFCD00236999
MOL File:
149759-96-6.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:20

B581 Properties

Boiling point 716.1±60.0 °C(Predicted)
Density 1.161±0.06 g/cm3(Predicted)
storage temp. −20°C
solubility H2O: soluble
form solid
pka 3.04±0.10(Predicted)
color white

SAFETY

Risk and Safety Statements

Safety Statements  22-24/25
WGK Germany  3

B581 price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 22755 FTase Inhibitor I ≥95% 149759-96-6 500μg $73 2024-03-01 Buy
Cayman Chemical 22755 FTase Inhibitor I ≥95% 149759-96-6 1mg $138 2024-03-01 Buy
TRC F810353 FTaseInhibitorI 149759-96-6 1mg $145 2021-12-16 Buy
Biosynth Carbosynth FC111045 H-Cys-psi(CH2NH)Val-psi(CH2NH)Phe-Met-OH trifluoroacetate salt 149759-96-6 1mg $166 2021-12-16 Buy
AK Scientific 9250CA FTaseInhibitorI 149759-96-6 1mg $251 2021-12-16 Buy
Product number Packaging Price Buy
22755 500μg $73 Buy
22755 1mg $138 Buy
F810353 1mg $145 Buy
FC111045 1mg $166 Buy
9250CA 1mg $251 Buy

B581 Chemical Properties,Uses,Production

Description

FTase inhibitor I is a potent inhibitor of farnesyltransferase (FTase; IC50 = 21 nM) that is greater than 30-fold selective for FTase over geranylgeranyl transferase (GGTase; IC50 = 790 nM). It prevents farnesylation of Ras and inhibits proliferation of cells transformed by Ras farnesylation. In a dog model of subarachnoid hemorrhage, it reduces GTP-Ras in spastic basilar arteries, decreases angiographic vasospasm, and improves clinical scores.

Uses

FTase Inhibitor I is a potent, selective, peptidomimetic FTase inhibitor.

Definition

ChEBI: A dipeptide obtained from the tetrapeptide Cys-Val-Phe-Met by reduction of the amide carbonyl groups of the Cys and Val residues.

Enzyme inhibitor

This cell-permeable CAAX peptidomimetic (FW = 470.70 g/mol; FWtrifluoracetate-salt = 583.71 g/mol; CAS 149759-96-6), named as N-[2(S)- (2(R)-2-amino-3-mercaptopropylamino)-3-methylbutyl]-L-phenylalanyl-L methionine), binds to and prevents protein farnesyltransferase (IC50 = 21 nM) from interacting with C-terminal L-Cys-L-Val-L-Phe-L-Met substrate recognition sequences that are present in its natural substrates. Otherwise hydrophilic proteins associate with membranes by means of enzymatic attachment of hydrophobic moieties to their C-termini. Whereas prenylation occurs in the cytosol, post-prenylation processing is accomplished on the cytoplasmic surface of the endoplasmic reticulum and Golgi apparatus. B581 inhibits prenylation and processing of H-ras and lamin A. B581 specifically blocks farnesylated, but not geranylgeranylated or myristylated, oncogenic ras signaling and transformation.

B581 Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 72)Suppliers
Supplier Tel Email Country ProdList Advantage
Alpha Biopharmaceuticals Co., Ltd
+86-411-39042497 +8613921981412 sales@alphabiopharm.com China 886 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29831 58
Nextpeptide Inc
+86-0571-81612335 +8613336028439 sales@nextpeptide.com China 19915 58
Nanjing TGpeptide
+86-13347807150 +86-13347807150 support@tgpeptide.com China 3279 58
Alabiochem Tech.Co., Ltd. 0512-58900862 400-0707518 sales@alabiochem.com China 995 59
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696; info@hanhongsci.com China 42982 64
Chemsky (shanghai) International Co.,Ltd 021-50135380 shchemsky@sina.com China 15421 60
CYS-((R))-VAL-((R))-PHE-MET H-CYS-(R)-VAL-(R)-PHE-MET-OH B581 N-[(S)-2-((R)-2-AMINO-3-MERCAPTO-PROPYLAMINO)-3-METHYL-BUTYL]-PHE-MET-OH N-[2(S)-(2(R)-2-AMINO-3-MERCAPTOPROPYLAMINO)-3-METHYLBUTYL]-L-PHENYLALANYL-L-METHIONINE N-[2(S)-[2(R)-AMINO-3-MERCAPTOPROPYLAMINO]-3-METHYL-BUTYL]-PHE-MET N-[2(S)-[2(R)-AMINO-3-MERCAPTOPROPYLAMINO]-3-METHYLBUTYL]-PHE-MET-OH N-[(S)-2-((R)-2-AMino-3-Mercapto-propylaMino)-3-Methyl-butyl]-Phe-Met-OH, B581 (2S)-2-({(2S)-2-[((2S)-2-{[(2R)-2-aMino-3-sulfanylpropyl]aMino}-3-Methylbutyl)aMino]-3-phenylpropanoyl}aMino)-4-(Methylsulfanyl)butanoic acid H-Cys-()-Val-()-Phe-Met-OH N-[(S)-2-((R)-2-Amino-3-mercapto-propylamino)-3-me N-[2(S)-(2(R)-2-Amino-3-mercaptopropylamino)-3-methylbutyl]-L-phenylalanyl-L-methionine trifluoroacetate salt H-Cys-psi(CH2NH)Val-psi(CH2NH)Phe-Met-OH H-Cys-psi(CH2NH)Val-psi(CH2NH)Phe-Met-OH trifluoroacetate salt L-Methionine, N-[(2S)-2-[[(2R)-2-amino-3-mercaptopropyl]amino]-3-methylbutyl]-L-phenylalanyl- B581 USP/EP/BP FTASE INHIBITOR I 149759-96-6 C22H38N4O3S2 BioChemical Cell Biology Cell Signaling and Neuroscience G Proteins and Cyclic Nucleotides G Protein Function Post-translational Modification