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
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
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 3
N-Bromosuccinimide Price
- Product number
- 22755
- Product name
- FTase Inhibitor I
- Purity
- ≥95%
- Packaging
- 500μg
- Price
- $73
- Updated
- 2024/03/01
- Product number
- 22755
- Product name
- FTase Inhibitor I
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $138
- Updated
- 2024/03/01
- Product number
- F810353
- Product name
- FTaseInhibitorI
- Packaging
- 1mg
- Price
- $145
- Updated
- 2021/12/16
- 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
- Product number
- 9250CA
- Product name
- FTaseInhibitorI
- Packaging
- 1mg
- Price
- $251
- Updated
- 2021/12/16
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.