CAS 21947-98-8

N-[(1,1-Dimethylethoxy)carbonyl]-S-(triphenylmethyl)-L-cysteine

Description:

N-[(1,1-Dimethylethoxy)carbonyl]-S-(triphenylmethyl)-L-cysteine, with the CAS number 21947-98-8, is a synthetic amino acid derivative that features a cysteine backbone modified with specific protective groups. This compound is characterized by the presence of a triphenylmethyl (trityl) group, which serves as a protecting group for the thiol (-SH) functional group of cysteine, enhancing its stability and solubility in organic solvents. The dimethylethoxycarbonyl (DME) group provides additional protection for the amino group, making it useful in peptide synthesis and other organic reactions. The compound is typically used in biochemical applications, particularly in the synthesis of peptides where selective protection of functional groups is crucial. Its structure allows for the manipulation of the thiol group, which can be deprotected under specific conditions to yield the active form of cysteine. Overall, this compound is valuable in synthetic organic chemistry and biochemistry for its ability to facilitate the controlled assembly of complex molecules.

Formula: C₂₇H₂₉NO₄S

InChI: InChI=1S/C27H29NO4S/c1-26(2,3)32-25(31)28-23(24(29)30)19-33-27(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22/h4-18,23H,19H2,1-3H3,(H,28,31)(H,29,30)/t23-/m0/s1

InChI key: InChIKey=JDTOWOURWBDELG-QHCPKHFHSA-N

SMILES: C(SC[C@H](NC(OC(C)(C)C)=O)C(O)=O)(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3

Synonyms:

• (2R)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-3-tritylsulfanylpropanoic acid
• 2: PN: US20040265921 PAGE: 4 claimed protein
• <span class="text-smallcaps">L</span>-Cysteine, N-[(1,1-dimethylethoxy)carbonyl]-S-(triphenylmethyl)-
• Alanine, N-carboxy-3-(tritylthio)-, N-tert-butyl ester, <span class="text-smallcaps">L</span>-
• Boc-Cys(Trt)-OH
• Boc-S-Trityl-L-Cysteine
• N-(tert-Butoxycarbonyl)-S-trityl-<span class="text-smallcaps">L</span>-cysteine
• N-(tert-butoxycarbonyl)-S-trityl-D-cysteine
• N-(tert-butoxycarbonyl)-S-trityl-L-cysteine
• N-(tert-butoxycarbonyl)-S-tritylcysteine
• N-Boc-S-Trityl-L-cysteine
• N-Boc-S-trityl-<span class="text-smallcaps">L</span>-cysteine
• N-T-boc-S-trityl-L-cysteine crystalline
• N-[(1,1-Dimethylethoxy)carbonyl]-S-(triphenylmethyl)-<span class="text-smallcaps">L</span>-cysteine
• NSC 129903
• L-Cysteine, N-[(1,1-dimethylethoxy)carbonyl]-S-(triphenylmethyl)-
• Alanine, N-carboxy-3-(tritylthio)-, N-tert-butyl ester, L-

N-Boc-S-trityl-L-cysteine, 97%

CAS: 21947-98-8

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: C₂₇H₂₉NO₄S

Purity: 97%

Molecular weight: 463.59

Ref: 02-H59490

Boc-Cys(Trt)-OH

CAS: 21947-98-8

Bachem ID: 4003922.

Formula: C₂₇H₂₉NO₄S

Purity: > 99%

Color and Shape: White

Molecular weight: 463.6

Ref: 01-4003922

N-Boc-S-trityl-L-cysteine

CAS: 21947-98-8

Formula: C₂₇H₂₉NO₄S

Purity: 98%

Color and Shape: Solid

Molecular weight: 463.5885

Ref: IN-DA0038VK

Boc-Cys(Trt)-OH

CAS: 21947-98-8

Formula: C₂₇H₂₉NO₄S

Purity: (Titration) ≥ 97.0%

Color and Shape: White to off-white powder

Molecular weight: 463.59

Ref: 7W-GM9023

Boc-Cys(Trt)-OH

CAS: 21947-98-8

Boc-Cys(Trt)-OH

Formula: C₂₇H₂₉NO₄S

Purity: 98%

Color and Shape: white to off-white solid

Molecular weight: 463.59g/mol

Ref: 54-OR36373

N-(tert-Butoxycarbonyl)-S-trityl-L-cysteine

CAS: 21947-98-8

Formula: C₂₇H₂₉NO₄S

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystaline

Molecular weight: 463.59

Ref: 3B-B4862

N-Boc-S-Trityl-L-cysteine

CAS: 21947-98-8

Formula: C₂₇H₂₉NO₄S

Purity: 97%

Color and Shape: Solid, White to off-white powder

Molecular weight: 463.59

Ref: 10-F041399

Boc-Cys(Trt)-OH

CAS: 21947-98-8

Boc-Cys(Trt)-OH is a molecule that can be used as an anticancer agent. It has been shown to inhibit the proliferation of human cancer cells in a dose-dependent manner. Boc-Cys(Trt)-OH also inhibits the production of acid conjugates, which are molecules that are toxic to humans, and has a safety profile. This drug is synthesized on a solid phase and has a disulfide bond that links two cysteines residues. The disulfide bond is important for the stability of Boc-Cys(Trt)-OH, which may be postulated to be due to its ability to bind with Toll-like receptors. Boc-Cys(Trt)-OH may also have anticancer activity by inhibiting protein synthesis in cancer cells.

Formula: C₂₇H₂₉NO₄S

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 463.59 g/mol

Ref: 3D-FB36802

Boc-Cys(Trt)-OH

Controlled Product

CAS: 21947-98-8

Formula: C₂₇H₂₉NO₄S

Color and Shape: Neat

Molecular weight: 463.59

Ref: TR-B646293