218457-76-2

Basic information

• Product Name: FMOC-ASU-OH
• Synonyms: N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-ALPHA-L-AMINOSUBERIC ACID;FMOC-ASU-OH;FMOC-L-2-AMINOSUBERIC ACID;FMOC-L-ALPHA-AMINOSUBERIC ACID;(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)octanedioic acid;Fmoc-L-α-aminosuberic acid;Fmoc-L-2-Aminooctanedioic acid;Fmoc-L-Asu-OH
• CAS NO: 218457-76-2
• Molecular Formula: C₂₃H₂₅NO₆
• Molecular Weight: 411.45
• Mol File: 218457-76-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 670.9±55.0 °C(Predicted)
• Appearance: /
• Density: 1.286±0.06 g/cm3(Predicted)
• Storage Temp.: Store at 0-5°C
• PKA: 3.89±0.21(Predicted)
• CAS DataBase Reference: FMOC-ASU-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-ASU-OH(218457-76-2)
• EPA Substance Registry System: FMOC-ASU-OH(218457-76-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 218457-76-2(Hazardous Substances Data)

Usage

General Description

FMOC-ASU-OH is a chemical compound used in peptide synthesis. It is a derivative of the amino acid sarcosine and contains a fluorophenylmethyloxycarbonyl (FMOC) group, which acts as a protecting group during peptide synthesis. The compound's structure allows for efficient solid-phase peptide synthesis, as it can be attached to a solid support and then sequentially deprotected and reacted with other amino acids to build a peptide chain. FMOC-ASU-OH is commonly used in the synthesis of complex peptides and proteins for various research and biotechnological applications.

Upstream product

• 4254-88-0 (2S)-L-α-Aminosuberic acid 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 

Downstream Products

• 1186489-69-9 C₃₅H₃₇N₅O₄ 
• 1186489-64-4 C₂₄H₃₇N₉O₅ 
• 1186489-71-3 C₂₈H₄₂N₁₀O₄ 

Relevant articles and documents

Solid phase synthesis of hydroxamate peptides for histone deacetylase inhibition

An orthogonal protecting group strategy was devised to synthesize hydroxamic acid containing peptides for biomimetic histone deacetylase (HDAC) inhibition. The basic building block was a protected aminosuberic acid (Asu) derivative bearing a protected hydroxamate in the side-chain, related closely to HDAC inhibitors that are transition-state analogs of acetyllysine. These inhibitors include suberoylanilide hydroxamic acid (SAHA), currently being used to treat a variety of human cancers. This strategy was employed to synthesize a series of nonameric peptides related to actual HDAC substrates, derived from known sites of acetylation/deacetylation on the N-terminal tails of the histone core proteins H2A, H2B, H3, and H4. In each case the lysine residue was replaced by a hydroxamate-bearing side chain, to mimic the endogenous site of deacetylation. Mass spectrometry and high performance liquid chromatography (HPLC) confirmed the success of automated solid-phase synthesis. These results suggest facile synthesis of a new class of HDAC inhibitors that may have enhanced selectivity for specific HDAC isoforms.