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FMOC-CYS(4-MBZL)-OH is a specialized chemical compound that features an FMOC (9-fluorenylmethoxycarbonyl) protecting group attached to a cysteine amino acid, which is then modified with a 4-mercaptobenzylamine (4-MBZL) group. FMOC-CYS(4-MBZL)-OH is designed to facilitate specific chemical modifications at the cysteine residue while protecting the thiol group from unwanted reactions. The 4-MBZL group provides a unique functional handle for further conjugation or for investigating the reactivity of cysteine residues in proteins, making FMOC-CYS(4-MBZL)-OH a valuable building block in the synthesis of peptide and protein conjugates for scientific research and therapeutic applications.

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  • L-Cysteine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-[(4-methylphenyl)methyl]-

    Cas No: 136050-67-4

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  • 136050-67-4 Structure
  • Basic information

    1. Product Name: FMOC-CYS(4-MBZL)-OH
    2. Synonyms: N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-S-(4-METHYLBENZYL)-L-CYSTEINE;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-S-(4-METHYLBENZYL)-L-CYSTEINE;FMOC-S-4-METHYLBENZYL-L-CYSTEINE;FMOC-S-P-METHYLBENZYL-L-CYSTEINE;FMOC-CYS(4-CH3BZL)-OH;FMOC-CYS(4-MBZL)-OH;FMOC-CYS(4-MEBZL)-OH;FMOC-CYSTEINE(MBZL)-OH
    3. CAS NO:136050-67-4
    4. Molecular Formula: C26H25NO4S
    5. Molecular Weight: 447.55
    6. EINECS: N/A
    7. Product Categories: Amino Acids;Cysteine [Cys, C];Fmoc-Amino Acids and Derivatives
    8. Mol File: 136050-67-4.mol
  • Chemical Properties

    1. Melting Point: 150-158 °C
    2. Boiling Point: 671.7oC at 760 mmHg
    3. Flash Point: 360oC
    4. Appearance: White Powder
    5. Density: 1.278g/cm3
    6. Vapor Pressure: 5.87E-19mmHg at 25°C
    7. Refractive Index: 1.638
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. PKA: 3.46±0.10(Predicted)
    11. CAS DataBase Reference: FMOC-CYS(4-MBZL)-OH(CAS DataBase Reference)
    12. NIST Chemistry Reference: FMOC-CYS(4-MBZL)-OH(136050-67-4)
    13. EPA Substance Registry System: FMOC-CYS(4-MBZL)-OH(136050-67-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 22-24/25
    4. WGK Germany: 3
    5. RTECS:
    6. F: 10
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 136050-67-4(Hazardous Substances Data)

136050-67-4 Usage

Uses

Used in Peptide Synthesis:
FMOC-CYS(4-MBZL)-OH is used as a protected amino acid building block for the synthesis of peptides. The FMOC group temporarily protects the cysteine thiol, allowing for selective and controlled peptide chain elongation without unwanted side reactions at the cysteine residue.
Used in Bioconjugation Reactions:
FMOC-CYS(4-MBZL)-OH is used as a reactive intermediate in bioconjugation reactions for the attachment of various functional groups or other biomolecules to peptides and proteins. The 4-MBZL group provides a unique and accessible functional group for further conjugation, enabling the creation of complex bioconjugates with specific properties and functions.
Used in Scientific Research:
FMOC-CYS(4-MBZL)-OH is used as a research tool for studying the reactivity and properties of cysteine residues in proteins. FMOC-CYS(4-MBZL)-OH allows researchers to investigate the role of cysteine in protein function, folding, and interactions with other molecules, contributing to a deeper understanding of protein biochemistry.
Used in Therapeutic Applications:
FMOC-CYS(4-MBZL)-OH is used in the development of therapeutic agents, particularly in the synthesis of peptide and protein drugs. FMOC-CYS(4-MBZL)-OH enables the creation of conjugates with specific targeting, delivery, or therapeutic properties, potentially leading to the development of new treatments for various diseases and conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 136050-67-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,6,0,5 and 0 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 136050-67:
(8*1)+(7*3)+(6*6)+(5*0)+(4*5)+(3*0)+(2*6)+(1*7)=104
104 % 10 = 4
So 136050-67-4 is a valid CAS Registry Number.
InChI:InChI=1/C26H25NO4S/c1-17-10-12-18(13-11-17)15-32-16-24(25(28)29)27-26(30)31-14-23-21-8-4-2-6-19(21)20-7-3-5-9-22(20)23/h2-13,23-24H,14-16H2,1H3,(H,27,30)(H,28,29)/t24-/m0/s1

136050-67-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(4-methylphenyl)methylsulfanyl]propanoic acid

1.2 Other means of identification

Product number -
Other names Fmoc-Cys(4-MeBzl)-OH

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:136050-67-4 SDS

136050-67-4Relevant articles and documents

A comprehensive one-pot synthesis of protected cysteine and selenocysteine SPPS derivatives

Flemer, Stevenson

, p. 1257 - 1264 (2015/04/14)

A proof-of-principle methodology is presented in which all commercially-available cysteine (Cys) and selenocysteine (Sec) solid phase peptide synthesis (SPPS) derivatives are synthesized in high yield from easily prepared protected dichalcogenide precursors. A Zn-mediated biphasic reduction process applied to a series of four bis-Nα-protected dichalcogenide compounds allows facile conversion to their corresponding thiol and selenol intermediates followed by insitu S- or Se-alkylation with various electrophiles to directly access twenty one known Cys and Sec SPPS derivatives. Most of these derivatives were able to be precipitated in crude form out of petroleum ether in sufficient purity for direct use as peptide building blocks. Subsequent incorporation of these derivatives into peptide models nicely illustrates their viability and applicability toward SPPS.

Isozyme-specific glutathione-S-transferase inhibitors: Design and synthesis

Lyttle,Hocker,Hui,Caldwell,Aaron,Engqvist- Goldstein,Flatgaard,Bauer

, p. 189 - 194 (2007/10/02)

Glutathione-S-transferase (GST) isozyme-selective inhibitors were designed by an empirically guided strategy. In the first phase, literature data were used to select C-terminal modifications which generated maximum variation in the catalytic efficiency (V

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