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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

MOL File:: 149759-96-6.mol

MSDS File:: SDS

Modify Date:: 2023/5/18 11:31:20

Request For Quotation

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 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

B581 Suppliers

Global( 77)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
CLEARSYNTH LABS LTD.	+91-22-45045900	Hyderabad, India	6351	58	Inquiry
Alpha Biopharmaceuticals Co., Ltd	+86-15542445688	China	888	58	Inquiry
CONIER CHEM AND PHARMA LIMITED	+8618523575427	China	49391	58	Inquiry
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	United States	19892	58	Inquiry
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	China	26165	58	Inquiry
Nextpeptide Inc	+86-0571-81612335 +8613336028439	China	19915	58	Inquiry
Nanjing TGpeptide	+86-13347807150 +86-13347807150	China	3279	58	Inquiry
Aladdin Scientific	+1-+1(833)-552-7181	United States	52927	58	Inquiry
Nantong Hanfang Biotechnology Co. , Ltd.	18616537568	China	30968	58	Inquiry
Hangzhou Peptidego Biotech Co.,Ltd.	0571-87213919	China	6526	58	Inquiry

Supplier	Advantage
CLEARSYNTH LABS LTD.	58
Alpha Biopharmaceuticals Co., Ltd	58
CONIER CHEM AND PHARMA LIMITED	58
TargetMol Chemicals Inc.	58
Dideu Industries Group Limited	58
Nextpeptide Inc	58
Nanjing TGpeptide	58
Aladdin Scientific	58
Nantong Hanfang Biotechnology Co. , Ltd.	58
Hangzhou Peptidego Biotech Co.,Ltd.	58

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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