CAS 86060-81-3

S-[(Acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine

Description:

S-[(Acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine, with the CAS number 86060-81-3, is a synthetic amino acid derivative that features a cysteine backbone modified with an acetylamino group and a fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is characterized by its ability to participate in peptide synthesis, particularly in the formation of peptide bonds due to the presence of the amino and carboxyl functional groups inherent to amino acids. The Fmoc group serves as a protective moiety, allowing for selective deprotection during the synthesis of peptides, which is crucial in solid-phase peptide synthesis. The acetylamino modification enhances the solubility and stability of the compound, making it suitable for various biochemical applications. Additionally, the presence of the sulfur atom in the cysteine residue allows for potential redox reactions and the formation of disulfide bonds, which are important in protein structure and function. Overall, this compound is valuable in the field of medicinal chemistry and peptide research.

Formula: C₂₁H₂₂N₂O₅S

InChI: InChI=1S/C21H22N2O5S/c1-13(24)22-12-29-11-19(20(25)26)23-21(27)28-10-18-16-8-4-2-6-14(16)15-7-3-5-9-17(15)18/h2-9,18-19H,10-12H2,1H3,(H,22,24)(H,23,27)(H,25,26)/t19-/m0/s1

InChI key: InChIKey=CSMYOORPUGPKAP-IBGZPJMESA-N

SMILES: C(OC(N[C@@H](CSCNC(C)=O)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Synonyms:

• (2R)-3-(Acetamidomethylsulfanyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
• (2R)-3-[(Acetamidomethyl)sulfanyl]-2-([[(9H-fluoren-9-yl)methoxy]carbonyl]amino)propanoic acid
• <span class="text-smallcaps">L</span>-Cysteine, S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• Fmoc-Cys(Acm)-OH
• Fmoc-L-Cys(Acm)-OH
• Fmoc-L-Cysteine(Acm)
• Fmoc-S-(acetamidomethyl)-L-cysteine
• N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-S-(acetamidomethyl)-<span class="text-smallcaps">L</span>-cysteine
• N-fmoc-S-acetamidomethyl L-cysteine
• S-[(Acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-cysteine
• S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-cysteine
• S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine
• N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-S-(acetamidomethyl)-L-cysteine

N-Fmoc-S-acetamidomethyl-L-cysteine, 95%

CAS: 86060-81-3

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₂₁H₂₂N₂O₅S

Purity: 95%

Molecular weight: 414.48

Ref: 02-H59306

Fmoc-Cys(Acm)-OH

CAS: 86060-81-3

Following Fmoc-SPPS, Acm can be converted on resin into the S-carbomethoxysulfenyl (Scm) group. Scm is cleaved by reduction with DTT, treatment with thiols yields unsymmetrical disulfides.

Formula: C₂₁H₂₂N₂O₅S

Purity: 99.5%

Color and Shape: White

Molecular weight: 414.48

Ref: 01-4006622

Fmoc-L-Cys(Acm)-OH

CAS: 86060-81-3

Formula: C₂₁H₂₂N₂O₅S

Purity: 98%

Color and Shape: Solid

Molecular weight: 414.4748

Ref: IN-DA0036F0

Fmoc-Cys(Acm)-OH

CAS: 86060-81-3

Formula: C₂₁H₂₂N₂O₅S

Molecular weight: 414.47

Ref: 7W-GM1615

Fmoc-Cys(Acm)-OH

CAS: 86060-81-3

Fmoc-Cys(Acm)-OH

Purity: 98%

Molecular weight: 414.47g/mol

Ref: 54-OR1013335

Fmoc-Cys(Acm)-OH, 10mM (in DMSO)

CAS: 86060-81-3

Fmoc-Cys(Acm)-OH, 10mM (in DMSO)

Purity: ≥98%

Molecular weight: 414.47g/mol

Ref: 54-BUP19108

Fmoc-Cys(Acm)-OH

CAS: 86060-81-3

Fmoc-Cys(Acm)-OH (Fmoc-S-acetamidomethyl-L-cysteine) is a cysteine derivative.

Formula: C₂₁H₂₂N₂O₅S

Purity: 99.89%

Color and Shape: Solid

Molecular weight: 414.47

Ref: TM-T64327

Fmoc-Cys(Acm)-OH

CAS: 86060-81-3

Formula: C₂₁H₂₂N₂O₅S

Purity: >95.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 414.48

Ref: 3B-A3534

Cysteine Impurity 12 (Fmoc-Cys(Acm)-OH)

CAS: 86060-81-3

Formula: C₂₁H₂₂N₂O₅S

Molecular weight: 414.48

Ref: 4Z-C-77125

Fmoc-Cys(Acm)-OH

CAS: 86060-81-3

M03396 - Fmoc-Cys(Acm)-OH

Formula: C₂₁H₂₂N₂O₅S

Purity: 97%

Color and Shape: Beige powder

Molecular weight: 414.48

Ref: 10-M03396

Fmoc-S-acetamidomethyl-L-cysteine

CAS: 86060-81-3

Fmoc-S-acetamidomethyl-L-cysteine is a peptide analog that has been shown to inhibit the growth of HIV in human prostate cells. It binds to the du-145 cell receptor and inhibits the proteolytic activity of HIV, which may be due to its ability to form an amide bond or disulfide bond with the Cys residue (Cys-X). Fmoc-S-acetamidomethyl-L-cysteine also inhibits the growth of prostate cancer cells by binding to human serum albumin. This drug has minimal toxicity in fetal bovine serum and is not toxic to most bacteria, as it does not bind with glycopeptides, antimicrobial peptides, or proteins. Fmoc-S-acetamidomethyl-L-cysteine has been shown to have biological properties against Trichophyton mentagrophytes and Staphylococcus a

Formula: C₂₁H₂₂N₂O₅S

Purity: (Chiral Hplc) Min. 98 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 414.48 g/mol

Ref: 3D-FF47336

FMOC-S-Acetamido Methyl-L-Cysteine (Fmoc-Cys(Acm)-OH) extrapure, 98%

CAS: 86060-81-3

Formula: C₂₁H₂₂N₂O₅S

Purity: min. 98.0%

Color and Shape: White to Slight yellow to Beige, Powder, Clear

Molecular weight: 414.48

Ref: SR-97306