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Fmoc-L-beta-homotryptophan

Catalog Number: EVT-3155954

CAS Number: 353245-98-4

Molecular Formula: C27H24N2O4

Molecular Weight: 440.499

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Product Introduction

Description

Fmoc-L-beta-homotryptophan, also known as Fmoc-β-Homotrp-OH or (S)-3-(Fmoc-amino)-4-(3-indolyl)butyric acid, is a biochemical compound used for proteomics research . It has a molecular weight of 440.5 and a molecular formula of C27H24N2O4 .

Synthesis Analysis

Fmoc-L-beta-homotryptophan is synthesized using the 9-fluorenylmethoxycarbonyl (Fmoc) group, which is a base-labile group used in peptide synthesis. The Fmoc group has been integrated into current synthesis methods and is considered a major landmark in the history of chemical synthesis of peptides.

Molecular Structure Analysis

The molecular structure of Fmoc-L-beta-homotryptophan is C27H24N2O4 . It has a molecular weight of 440.5 . The exact mass is 440.173615.

Chemical Reactions Analysis

The Fmoc group in Fmoc-L-beta-homotryptophan plays a crucial role in peptide synthesis. The chemical formation of the peptide bond requires the activation of the carboxyl group of an amino acid and the protection of the Na-amino group. The Fmoc group, being base-labile, allows for very rapid and highly efficient synthesis of peptides.

Physical And Chemical Properties Analysis

Fmoc-L-beta-homotryptophan is a solid substance . It has a density of 1.3±0.1 g/cm3 . Its boiling point is 722.5±60.0 °C at 760 mmHg . The compound has a flash point of 390.7±32.9 °C . It should be stored at 2-8°C .

Properties

CAS Number

353245-98-4

Product Name

Fmoc-L-beta-homotryptophan

IUPAC Name

(3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-(1H-indol-3-yl)butanoic acid

Molecular Formula

C27H24N2O4

Molecular Weight

440.499

InChI

InChI=1S/C27H24N2O4/c30-26(31)14-18(13-17-15-28-25-12-6-5-7-19(17)25)29-27(32)33-16-24-22-10-3-1-8-20(22)21-9-2-4-11-23(21)24/h1-12,15,18,24,28H,13-14,16H2,(H,29,32)(H,30,31)/t18-/m0/s1

InChI Key

SXHPYIHTNVXINO-SFHVURJKSA-N

SMILES

C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CNC5=CC=CC=C54)CC(=O)O

Solubility

not available

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