CAS 201531-88-6

Fmoc-Pen(Trt)-OH

Description:

Fmoc-Pen(Trt)-OH, or 9-fluorenylmethoxycarbonyl-L-penicillamine (with the CAS number 201531-88-6), is a protected amino acid commonly used in peptide synthesis. It features a fluorenylmethoxycarbonyl (Fmoc) group, which serves as a protective group for the amino functionality, allowing for selective deprotection during synthesis. The presence of the Trt (trityl) group provides additional protection for the thiol side chain of penicillamine, enhancing stability and preventing unwanted reactions. This compound is typically utilized in solid-phase peptide synthesis, where the Fmoc group can be easily removed under basic conditions, facilitating the sequential addition of amino acids. Fmoc-Pen(Trt)-OH is characterized by its relatively high stability under standard laboratory conditions, making it suitable for various synthetic applications. Its unique structure allows for the incorporation of sulfur-containing residues into peptides, which can be crucial for the formation of disulfide bonds and the overall stability of peptide structures. As with many chemical substances, proper handling and storage conditions are essential to maintain its integrity and reactivity.

Formula: C₃₉H₃₅NO₄S

InChI: InChI=1/C39H35NO4S/c1-38(2,45-39(27-16-6-3-7-17-27,28-18-8-4-9-19-28)29-20-10-5-11-21-29)35(36(41)42)40-37(43)44-26-34-32-24-14-12-22-30(32)31-23-13-15-25-33(31)34/h3-25,34-35H,26H2,1-2H3,(H,40,43)(H,41,42)/t35-/m1/s1

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

Synonyms:

• Fmoc-S-Trityl-L-penicillamine
• N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methoxy-β-alanine
• N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-S-TRITYL-3,3-DIMETHYL-L-CYSTEINE
• N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-S-TRITYL-L-PENICILLAMINE
• FMOC-BETA,BETA-DIMETHYL-CYS(TRT)-OH
• N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-S-TRITYL-L-PENICILLAMINE
• N-ALPHA-FMOC-S-TRITYL-L-PENICILLAMINE
• FMOC-PEN(TRT)-OH
• FMOC-L-PEN(TRT)-OH
• Fmoc-β,β-dimethyl-Cys(Trt)-OH, Fmoc-S-trityl-L-penicillamine
• FMOC-CYSME 2(TRT)-OH
• FMOC-S-TRITYL-BETA,BETA-DIMETHYL-L-CYS-OH
• N-alpha-(9-Fluorenylmethyloxycarbonyl)-S-trityl-L-penicillamine, Fmoc-beta,beta-dimethyl-L-Cys(Trt)-OH

Fmoc-Pen(Trt)-OH

CAS: 201531-88-6

The coupling of peptide thioesters to N-terminal penicillamine followed by desulfuration yielding valine, which was described by Haase et al., broadens the scope of native chemical ligation.

Formula: C₃₉H₃₅NO₄S

Purity: 99.5%

Color and Shape: White

Molecular weight: 613.78

Ref: 01-4019778

L-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-[(triphenylmethyl)thio]-

CAS: 201531-88-6

Formula: C₃₉H₃₅NO₄S

Purity: 98%

Color and Shape: Solid

Molecular weight: 613.7645

Ref: IN-DA002DH9

Fmoc-Pen(Trt)-Oh

CAS: 201531-88-6

Fmoc-Pen(Trt)-Oh

Purity: 98%

Molecular weight: 613.76g/mol

Ref: 54-OR1013387

Fmoc-Pen(Trt)-OH

CAS: 201531-88-6

Molecular weight: 613.76

Ref: 7W-GM1295

Fmoc-Pen(Trt)-OH

CAS: 201531-88-6

Purity: 95%

Color and Shape: Solid

Molecular weight: 613.77

Ref: 10-F862169

Fmoc-S-trityl-L-penicillamine

CAS: 201531-88-6

Fmoc-S-trityl-L-penicillamine is a coordination compound that contains a thiolate and amide group. It has been used as a model system for studying the interaction between proteins and metal ions, with the cyclic structure mimicking the active site of enzymes. The coordination of Fmoc-S-trityl-L-penicillamine to proteins is affected by trypsin, an enzyme that cleaves peptides at carboxyl side chains. Trypsin can also lead to dehydration of Fmoc-S-trityl-L-penicillamine, forming an eliminations product. This compound also reacts with lysine residues in proteins, resulting in an alkene byproduct that can be removed by hydrogenation.

Formula: C₃₉H₃₅NO₄S

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 613.77 g/mol

Ref: 3D-FF47878