B581

ChemicalBook > CAS DataBase List > B581

Product Name: 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
Formula Weight: 470.69
MOL File: 149759-96-6.mol

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B581 Property

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

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Safety

Safety Statements: 22-24/25
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 22755
Product name: FTase Inhibitor I
Purity: ≥95%
Packaging: 500μg
Price: $73
Updated: 2024/03/01

Cayman Chemical

Product number: 22755
Product name: FTase Inhibitor I
Purity: ≥95%
Packaging: 1mg
Price: $138
Updated: 2024/03/01

TRC

Product number: F810353
Product name: FTaseInhibitorI
Packaging: 1mg
Price: $145
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FC111045
Product name: H-Cys-psi(CH2NH)Val-psi(CH2NH)Phe-Met-OH trifluoroacetate salt
Packaging: 1mg
Price: $166
Updated: 2021/12/16

AK Scientific

Product number: 9250CA
Product name: FTaseInhibitorI
Packaging: 1mg
Price: $251
Updated: 2021/12/16

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B581 Chemical Properties,Usage,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

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149759-96-6, B581Related Search:

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CYS-((R))-VAL-((R))-PHE-MET

FTASE INHIBITOR I

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-psi(CH2NH)Val-psi(CH2NH)Phe-Met-OH

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 trifluoroacetate salt

L-Methionine, N-[(2S)-2-[[(2R)-2-amino-3-mercaptopropyl]amino]-3-methylbutyl]-L-phenylalanyl-

B581 USP/EP/BP

149759-96-6

C22H38N4O3S2

BioChemical

Cell Biology

Cell Signaling and Neuroscience

G Proteins and Cyclic Nucleotides

G Protein Function

Post-translational Modification