117088-31-0

Basic information

• Product Name: FMOC-THR(TBU)-OPFP
• Synonyms: N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-T-BUTYL-L-THREONINE PENTAFLUORPHENOL ESTER;FMOC-THREONINE(TBU)-OPFP;FMOC-THR(TBU)-OPFP;FMOC-O-TERT-BUTYL-L-THREONINE PENTAFLUOROPHENYL ESTER;FMOC-O-T-BUTYL-L-THREONINE PENTAFLUOROPHENYL ESTER;FMOC-L-THR(TBU)-OPFP;FMOC-O-TERT-BUTYL-L-THREONINE PENTA-FLUOROPHENYL ESTER, TECH 90+%;(2S,3R)-perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-tert-butoxybutanoate
• CAS NO: 117088-31-0
• Molecular Formula: C₂₉H₂₆F₅NO₅
• Molecular Weight: 563.51
• Product Categories: Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 117088-31-0.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 632.5°C at 760 mmHg
• Flash Point: 336.3°C
• Appearance: /
• Density: 1.329g/cm³
• Vapor Pressure: 6.62E-16mmHg at 25°C
• Refractive Index: 1.541
• Storage Temp.: 2-8°C
• PKA: 9.84±0.46(Predicted)
• CAS DataBase Reference: FMOC-THR(TBU)-OPFP(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-THR(TBU)-OPFP(117088-31-0)
• EPA Substance Registry System: FMOC-THR(TBU)-OPFP(117088-31-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 117088-31-0(Hazardous Substances Data)

Usage

Description

FMOC-THR(TBU)-OPFP, with the chemical name Fmoc-aminoacyl-N-ethylcysteine, is a significant building block in the field of organic chemistry and peptide synthesis. It is characterized by its ability to facilitate the formation of peptide thioesters, which are crucial for various biological and pharmaceutical applications. The presence of the Fmoc group (9-fluorenylmethoxycarbonyl) provides protection for the amino group, while the tBu (tert-butyl) group offers steric hindrance, and the OPfp (pent-4-enyl) moiety is involved in the formation of thioester linkages.

Uses

Used in Pharmaceutical Industry:
FMOC-THR(TBU)-OPFP is used as a synthetic building block for the preparation of Fmoc-aminoacyl-N-ethylcysteine, which is essential in the development of peptide thioesters. These peptide thioesters play a vital role in various pharmaceutical applications, including the design and synthesis of novel therapeutic agents, drug delivery systems, and the study of protein folding and stability.
Used in Research and Development:
In the research and development sector, FMOC-THR(TBU)-OPFP serves as a key component in the synthesis of complex peptide structures. Its ability to form thioester bonds allows scientists to explore new avenues in peptide chemistry, potentially leading to the discovery of innovative drugs and therapeutic strategies.
Used in Peptide Synthesis:
FMOC-THR(TBU)-OPFP is used as a crucial intermediate in the synthesis of peptides with unique properties, such as increased stability and modified biological activity. The incorporation of this building block into peptide sequences can lead to the development of new peptide-based drugs, diagnostic tools, and research reagents.

InChI:InChI=1/C29H26F5NO5/c1-14(40-29(2,3)4)25(27(36)39-26-23(33)21(31)20(30)22(32)24(26)34)35-28(37)38-13-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,14,19,25H,13H2,1-4H3,(H,35,37)/t14-,25+/m1/s1

Downstream Products

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• 160496-84-4 O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-N^α-(fluoren-9-ylmethoxycarbonyl)-L-threonine pentafluorophenyl ester 
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