ChemicalBook > CAS DataBase List > B581

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

Less

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
Water Solubility: water: 1mg/mL
DMSO: 5mg/mL

Less

Safety

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

Less

Hazard and Precautionary Statements (GHS)

Less

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

Less

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.

References

[1] A M GARCIA. Peptidomimetic inhibitors of Ras farnesylation and function in whole cells.[J]. The Journal of Biological Chemistry, 1993, 268 25: 18415-18418.
[2] A D COX. The CAAX peptidomimetic compound B581 specifically blocks farnesylated, but not geranylgeranylated or myristylated, oncogenic ras signaling and transformation.[J]. The Journal of Biological Chemistry, 1994, 269 30: 19203-19206.
[3] MITSUO YAMAGUCHI. Ras protein contributes to cerebral vasospasm in a canine double-hemorrhage model.[J]. Stroke, 2004, 35 7: 1750-1755. DOI: 10.1161/01.str.0000129898.68350.9f

B581 Preparation Products And Raw materials

Raw materials

Preparation Products

Less

B581 Suppliers

China 56 Germany 2 India 1 Japan 2 South Korea 1 Switzerland 2 United Kingdom 2 United States 19 Global 85

Shanghai Hanhong Scientific Co.,Ltd.

Tel: 021-54306202 13764082696
Email: info@hanhongsci.com
Country: China
ProdList: 42934
Advantage: 64

Chemsky (shanghai) International Co.,Ltd

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 15402
Advantage: 60

Guangzhou Isun Pharmaceutical Co., Ltd

Tel: 020-39119399 18927568969
Fax: 020-39119999
Email: isunpharm@qq.com
Country: China
ProdList: 4720
Advantage: 55

Shanghai EFE Biological Technology Co., Ltd.

Tel: 021-65675885 18964387627
Fax: 021-65675885
Email: info@efebio.com
Country: China
ProdList: 9803
Advantage: 58

Hangzhou Peptidego Biotech Co.,Ltd.

Tel: 0571-87213919
Email: Eric@peptidego.com
Country: China
ProdList: 7408
Advantage: 58

Alpha Biopharmaceuticals Co., Ltd

Tel: 0411-39042497
Fax: 0411-39042693
Email: sales@alphabiopharm.com
Country: China
ProdList: 1951
Advantage: 58

Shanghai Han-Xiang Chemical Co., Ltd.

Tel: 15971444841
Fax: 18327183813
Email: amber@biochempartner.com
Country: China
ProdList: 3061
Advantage: 58

Nextpeptide Inc

Tel: +86-0571-81612335 +8613336028439
Email: sales@nextpeptide.com
Country: China
ProdList: 19908
Advantage: 58

Dideu Industries Group Limited

Tel: +86-29-89586680 +86-15129568250
Email: 1026@dideu.com
Country: China
ProdList: 20284
Advantage: 58

Hubei Jusheng Technology Co.,Ltd.

Tel: 18871490254
Fax: 027-59599243
Email: linda@hubeijusheng.com
Country: CHINA
ProdList: 28172
Advantage: 58

CONIER CHEM AND PHARMA LIMITED

Tel: +8618523575427
Email: sales@conier.com
Country: China
ProdList: 49975
Advantage: 58

Nanjing TGpeptide Biotechnology Co.,Ltd.

Tel: 18115476705
Email: sales@tgpeptide.com
Country: China
ProdList: 3058
Advantage: 58

Energy Chemical

Tel: 021-58432009 400-005-6266
Fax: 021-58436166
Email: marketing1@energy-chemical.com
Country: China
ProdList: 44894
Advantage: 58

TCI (Shanghai) Chemical Trading Co., Ltd.

Tel: 021-61109150
Fax: 021-61105897
Email: sales@tcisct.com
Country: China
ProdList: 29668
Advantage: 58

Shaoxing Junyu Biotechnology Co., LTD

Tel: 0571-0571-88211921 19105816207
Email: sales4@gotopbio.com
Country: China
ProdList: 5144
Advantage: 58

TargetMol Chemicals Inc.

Tel: 4008200310
Email: marketing@tsbiochem.com
Country: China
ProdList: 24961
Advantage: 58

Hangzhou Sinoda Pharmaceutical Technology Co. LTD

Tel: 0571-87213919 17306812703
Email: 3007955328@qq.com
Country: China
ProdList: 6979
Advantage: 58

Shanghai HongTide Biotechnology Co.,Ltd.

Tel: 15318089928
Email: alex@hanhonggroup.com
Country: China
ProdList: 4604
Advantage: 58

Zhongke Huayao (Jiangsu) Biotechnology Co., Ltd

Tel: 13770887460
Email: wenxi@jszkhy.com
Country: China
ProdList: 1354
Advantage: 58

https://hanhongsci.com/

Tel: 021-54306202 18917919676
Email: info@hanhongsci.com
Country: China
ProdList: 29995
Advantage: 58

Zhejiang Jiekun Biotechnology Co., Ltd

Tel: 0571-88211951 13735575465
Email: sales1@gotopbio.com
Country: China
ProdList: 4880
Advantage: 58

Taiyuan Bailihengkang Biotechnology Co., Ltd

Tel: 19135651983
Email: 18611134419@163.com
Country: China
ProdList: 4416
Advantage: 58

Nantong Hanfang Biotechnology Co. , Ltd.

Tel: hanfangpharma@126.com; 18616537568
Email: hanfangpharma@126.com
Country: China
ProdList: 29965
Advantage: 58

Cayman Chemical Company

Tel: 800-364-9897
Email: sales@caymanchem.com
Country: China
ProdList: 6838
Advantage: 58

Enzo Biochem Inc

Tel: Enzo Biochem Inc. 13797054060
Email: Enzoname@qq.com
Country: China
ProdList: 6174
Advantage: 58

Merck KGaA

Tel: 21-20338288
Email: ordercn@merckgroup.com
Country: China
ProdList: 6394
Advantage: 58

Biosynth Biological Technology (Suzhou) Co Ltd

Tel: 51288865780
Email: sales@biosynth.com
Country: China
ProdList: 6051
Advantage: 58

Santa Cruz Biotechnology Inc

Tel: 021-60936350
Email: scbt@scbt.com
Country: China
ProdList: 6594
Advantage: 58

Nanjing Typeptide Biotechnology Co.,Ltd.

Tel: 19941518170
Email: sales@typeptide.com
Country: China
ProdList: 3922
Advantage: 58

Hangzhou ALLPEPTIDE Biotechnology Co., Ltd.

Tel: 17342063383
Email: sales@allpeptide.com
Country: China
ProdList: 5320
Advantage: 58

DAYANG CHEM (HANGZHOU) CO.,LTD

Tel: +86-88938639 +86-17705817739
Email: info@dycnchem.com
Country: China
ProdList: 53899
Advantage: 58

Changsha MOL Changes Biotechnology Co., Ltd.

Tel: +8619375158599
Email: info@molchanges.com
Country: China
ProdList: 5218
Advantage: 58

Nanjing TGpeptide

Tel: +86-13347807150
Email: support@tgpeptide.com
Country: China
ProdList: 3279
Advantage: 58

Aoki Biotechnology (Shenzhen) Co., Ltd.

Tel: 18566777408
Country: CHINA
ProdList: 156
Advantage: 58

Neobioscience Co., Ltd.

Tel: --
Fax: --
Email: info@neobioscience.com
Country: CHINA
ProdList: 6207
Advantage: 58

Absin Bioscience Inc.

Tel: --
Fax: --
Email: chenjw@absin.cn
Country: CHINA
ProdList: 6208
Advantage: 58

Shanghai Hao Zhun Biological Technology Co., Ltd.

Tel: --
Fax: --
Email: info@zzsrm.com
Country: CHINA
ProdList: 6650
Advantage: 58

Shanghai Haoran Biotechnology Co., Ltd.

Tel: --
Fax: --
Email: 470003480@QQ.COM
Country: CHINA
ProdList: 6955
Advantage: 58

Dongguan Biaobiao Experimental Equipment Technology Co., Ltd.

Tel: --
Fax: --
Country: CHINA
ProdList: 6672
Advantage: 58

Shanghai Minmin Biotechnology Co., Ltd.

Tel: --
Fax: --
Email: 1914109725@qq.com
Country: CHINA
ProdList: 6518
Advantage: 58

Guangzhou Weijia Technology Co., Ltd.

Tel: --
Fax: --
Email: WHIGA22@126.COM
Country: CHINA
ProdList: 6757
Advantage: 58

Beijing Bolide Biotechnology Co., Ltd.

Tel: --
Fax: --
Email: 1985563437@qq.com
Country: CHINA
ProdList: 6525
Advantage: 58

Beijing Xiangsheng Xingye Technology Co., Ltd.

Tel: --
Fax: --
Email: xs_bio@163.com
Country: CHINA
ProdList: 5130
Advantage: 58

Xiamen Huijia Biological Technology Co., Ltd.

Tel: --
Fax: --
Country: CHINA
ProdList: 6973
Advantage: 58

Wuhan Boot Biotechnology Co., Ltd.

Tel: --
Fax: --
Country: CHINA
ProdList: 6829
Advantage: 58

Shenzhen Xinbosheng Biological Technology Co., Ltd.

Tel: --
Fax: --
Email: service@neobioscience.com
Country: CHINA
ProdList: 6151
Advantage: 58

Xiamen Research Biotechnology Co., Ltd.

Tel: --
Fax: --
Email: 1562893815@qq.com
Country: CHINA
ProdList: 6936
Advantage: 58

Shanghai Hao Biological Technology Co., Ltd.

Tel: --
Fax: --
Email: shxiyuanbio@163.com
Country: CHINA
ProdList: 6906
Advantage: 58

Shanghai Ziqi Biological Technology Co., Ltd.

Tel: --
Fax: --
Email: 2453006496@qq.com
Country: CHINA
ProdList: 6184
Advantage: 58

Beijing Bai Ao Si Biotechnology Co., Ltd.

Tel: --
Fax: --
Email: yangmei@bioneeds.net
Country: CHINA
ProdList: 6999
Advantage: 58

149759-96-6, B581Related Search:

avicelrc58 ci58 ICI 581,pp58 dh58 Indole-3-butyric acid Glycidyl acrylate C11-BODIPY(581-591) SDZ 220-581 FTASE INHIBITOR III B581 GP140 (581-600) GP41 (581-597) EE 581 MICROCRYSTALLINE CELLULOSE RC581 transparent silicone adhesive for aircraft GN-581 corrosion inhibitor 581 Reactive Turquoise Blue 581 Am-581

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