CAS 177582-21-7

Fmoc-Cys(Mmt)-OH

Description:

Fmoc-Cys(Mmt)-OH, also known as Fmoc-protected cysteine with a methoxytrityl (Mmt) protecting group, is a chemical compound commonly used in peptide synthesis. It features a phenylmethoxycarbonyl (Fmoc) group, which serves as a protective group for the amino group of cysteine, allowing for selective reactions during peptide assembly. The Mmt group protects the thiol side chain of cysteine, preventing unwanted reactions while facilitating the synthesis of peptides that contain this amino acid. This compound is typically utilized in solid-phase peptide synthesis (SPPS) due to its stability and compatibility with various coupling reagents. Fmoc-Cys(Mmt)-OH is characterized by its ability to undergo deprotection under mild acidic conditions, releasing the free cysteine residue for further reactions. The presence of both Fmoc and Mmt groups allows for greater control over the synthesis process, making it a valuable intermediate in the production of peptides and proteins for research and therapeutic applications. Its CAS number, 177582-21-7, is a unique identifier that aids in the cataloging and retrieval of information related to this specific compound.

Formula: C₃₈H₃₃NO₅S

InChI: InChI=1/C38H33NO5S/c1-43-29-22-20-28(21-23-29)38(26-12-4-2-5-13-26,27-14-6-3-7-15-27)45-25-35(36(40)41)39-37(42)44-24-34-32-18-10-8-16-30(32)31-17-9-11-19-33(31)34/h2-23,34-35H,24-25H2,1H3,(H,39,42)(H,40,41)/t35-/m0/s1

SMILES: COc1ccc(cc1)C(c1ccccc1)(c1ccccc1)SC[C@@H](C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12

Synonyms:

• N-alpha-(9-fluorenylmethyloxycarbonyl)-S-p-methoxytrityl-L-cysteine
• (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(4-methoxyphenyl)-diphenyl-methyl]sulfanyl-propanoic acid
• N-ALPHA-FMOC-S-4-METHOXYTRITYL-L-CYSTEINE
• Fmoc-Cys(MMT)-OH(non-animal)
• Fmoc-Cys(4-methoxytrityl)-OH >=98% (HPLC)
• (9H-Fluoren-9-yl)MethOxy]Carbonyl Cys(MMt)-OH
• Fmoc-S-4-methoxytrityl-L-cysteine≥ 99.8% (HPLC, Chiral purity)
• Fmoc-Cys(Mmt)-OH Novabiochem
• (R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-((4-methoxyphenyl)diphenylmethylthio)propanoic acid
• L-Cysteine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-[(4-methoxyphenyl)diphenylmethyl]-
• (R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-[(4-methoxyphenyl)diphenylmethylsulfanyl]propionic acid
• FMOC-CYS(MMT)-OH USP/EP/BP
• (2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-{[(4-methoxyphenyl)diphenylmethyl]sulfanyl}propanoic acid
• FMOC-L-CYS(MMT)-OH
• FMOC-S-4-METHOXYTRITYL-L-CYSTEINE
• FMOC-CYS(MEOTRT)-OH
• FMOC-S-P-METHOXYTRITYL-L-CYSTEINE
• N-ALPHA-FMOC-S-P-METHOXYTRITYL-L-CYSTEINE
• Nα-(9-Fluorenylmethyloxycarbonyl)-S-4-methoxytrityl-L-cysteine
• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-[(4-methoxyphenyl)diphenylmethyl]-L-cysteine
• N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-S-P-METHOXYTRITYL-L-CYSTEINE
• NALPHA-9-Fluorenylmethoxycarbonyl-S-(4-methoxytriphenylmethyl)-L-cysteine
• FMoc-Cys(MMt)-OH FMoc-S-p-Methoxytrityl-L-cysteine

Fmoc-Cys(4-methoxytrityl)-OH

CAS: 177582-21-7

4-Methoxytrityl (Mmt) is a very acid-sensitive cysteine protecting group that can selectively be removed by 0.5-1.0% TFA in the presence of scavengers, e.g. TES. Protecting groups of the t-butyl type and S-Trt are left intact under these conditions. Cleavage and cyclization can be achieved concomitantly by adding iodine. It can be used in the solid-phase synthesis of cysteine-containing peptides, and further to selectively deprotect a thiol function in order to introduce a labeling group. Rijkers et al. employed p-methoxytrityl protection for obtaining S-palmitoylated peptides on-resin. The high acid lability of Cys(Mmt) was exploited by Roberts et al. to obtain a library of thioether-linked cyclic peptides. Arendt et al. employed Cys(Mmt) for the synthesis of peptides containing cysteic acid by selective deblocking and oxidation of the thiol moiety with performic acid. Mmt is fully stable to HOBt.

Formula: C₃₈H₃₃NO₅S

Purity: 99.1%

Color and Shape: White

Molecular weight: 615.76

Ref: 01-4025726

Fmoc-Cys(4-methoxytrityl)-OH

CAS: 177582-21-7

Formula: C₃₈H₃₃NO₅S

Purity: 95%

Color and Shape: Solid

Molecular weight: 615.7373

Ref: IN-DA003QMX

N-[(9H-Fluoren-9-Yl Methoxy)Carbonyl]-S-[(4-Methoxyphenyl)Diphenylmethyl]-L-Cysteine

CAS: 177582-21-7

N-[(9H-Fluoren-9-Yl Methoxy)Carbonyl]-S-[(4-Methoxyphenyl)Diphenylmethyl]-L-Cysteine

Purity: 98%

Molecular weight: 615.74g/mol

Ref: 54-OR1029757

Fmoc-Cys(4-methoxytrityl)-OH

CAS: 177582-21-7

Formula: C₃₈H₃₃NO₅S

Purity: (HPLC) ≥ 98.0%

Color and Shape: White powder

Molecular weight: 615.7

Ref: 7W-GM0099

Fmoc-S-4-methoxytrityl-L-cysteine

CAS: 177582-21-7

Fmoc-S-4-methoxytrityl-L-cysteine is a synthetic, amphipathic, amide, ester linkages, cyclic peptide. It has been shown to be a potent growth factor that inhibits the proliferation of human pancreatic cancer cells in tissue culture and induces apoptosis in these cells. Fmoc-S-4-methoxytrityl-L-cysteine also inhibits the growth of staphylococcus in tissue culture and reduces metastatic pancreatic cancer cell proliferation in rats.

Formula: C₃₈H₃₃NO₅S

Purity: 90%Min

Color and Shape: White Powder

Molecular weight: 615.74 g/mol

Ref: 3D-FF47756

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-[(4-methoxyphenyl)diphenylmethyl]-L-cysteine

CAS: 177582-21-7

Purity: 97%

Color and Shape: Solid

Molecular weight: 615.7399902

Ref: 10-F601172