136083-57-3

Basic information

• Product Name: FMOC-D-ASP-OH
• Synonyms: FMOC-D-ASP-OH;FMOC-D-ASPARTIC ACID;N-FMOC-D-ASPARTIC ACID;N-(9-FLUORENYLMETHOXYCARBONYL)-D-ASPARTIC ACID;N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-D-ASPARTIC ACID;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-ASPARATIC ACID;(R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)succinic acid;N-Fmoc-D-aspartic Acid Fmoc-D-Asp-OH
• CAS NO: 136083-57-3
• Molecular Formula: C₁₉H₁₇NO₆
• Molecular Weight: 355.34
• EINECS: 1533716-785-6
• Product Categories: Aspartic acid [Asp, D];Amino Acids;Amino Acids (N-Protected);Biochemistry;Fmoc-Amino Acids
• Mol File: 136083-57-3.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 587.21 °C at 760 mmHg
• Flash Point: 308.933 °C
• Appearance: /
• Density: 1.4 g/cm³
• Refractive Index: 29 ° (C=1, DMF)
• Storage Temp.: Store at RT.
• PKA: 3.66±0.23(Predicted)
• CAS DataBase Reference: FMOC-D-ASP-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-D-ASP-OH(136083-57-3)
• EPA Substance Registry System: FMOC-D-ASP-OH(136083-57-3)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 136083-57-3(Hazardous Substances Data)

Usage

Description

FMOC-D-ASP-OH, also known as N-Fmoc-D-aspartic acid, is an N-Fmoc-protected form of D-Aspartic acid (A790020). D-Aspartic acid is the unnatural isomer of L-Aspartic acid (A790024) and is naturally found in human ovarian follicular fluid, where it is thought to be linked to oocyte quality. Additionally, it is present in the white matter of human brains, particularly in myelin proteins. FMOC-D-ASP-OH is a white to light yellow solid and is used in various applications across different industries.

Uses

Used in Pharmaceutical Industry:
FMOC-D-ASP-OH is used as a building block for the synthesis of various pharmaceutical compounds. Its role in the pharmaceutical industry is to provide a protected form of D-Aspartic acid, which can be incorporated into drug molecules to enhance their properties and efficacy.
Used in Research and Development:
In the field of research and development, FMOC-D-ASP-OH is used as a valuable tool for studying the properties and functions of D-Aspartic acid. It helps researchers understand the role of D-Aspartic acid in various biological processes and its potential applications in the development of new therapeutic agents.
Used in Diagnostics:
FMOC-D-ASP-OH is used as a diagnostic marker for assessing oocyte quality in the field of reproductive medicine. Its presence in human ovarian follicular fluid makes it a potential indicator of the quality of oocytes, which can be useful in predicting the success of in vitro fertilization (IVF) treatments.
Used in Neurobiology:
In the field of neurobiology, FMOC-D-ASP-OH is used to study the role of D-Aspartic acid in the structure and function of myelin proteins in the human brain. Understanding the interactions of D-Aspartic acid with myelin proteins can provide insights into the development and maintenance of the nervous system and may lead to the discovery of new treatments for neurological disorders.
Used in Chemical Synthesis:
FMOC-D-ASP-OH is used as a protected amino acid in chemical synthesis, particularly in the synthesis of peptides and other biomolecules. The N-Fmoc protection group allows for selective deprotection and coupling reactions, making it a versatile building block for the creation of complex molecular structures.

Upstream product

• 1415814-25-3 (7-N,N-diethylaminocoumarin-4-yl)-methyl-N-(9-fluorenylmethyloxycarbonyl)aspartic acid 
• 1415814-26-4 Fmoc-Asp(DEACE)-OH 
• 146982-24-3 N-alpha-(9-fluorenylmethyloxycarbonyl)-L-aspartic acid beta-allyl ester 
• 56-84-8 L-Aspartic acid 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 71989-14-5 Fmoc-(tBu)Asp-OH 
• 102774-86-7 9-fluorenylmethyl N-succinimidyl carbonate 
• 129460-09-9 Fmoc-Asp-O-t-Bu 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 

Downstream Products

• 144120-53-6 (S)-3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(allyloxy)-4-oxobutanoic acid 
• 1217265-63-8 Ac-Trp-Leu-Asp-Phe-OH 
• 1191118-20-3 C₅₄H₈₆FN₁₃O₂₄ 
• 1191118-22-5 C₅₄H₈₆FN₁₃O₂₄ 
• 116857-07-9 (L)-N-Fmoc-homoserine lactone 
• 1318806-36-8 C₄₀H₅₅N₇O₁₂ 

Relevant articles and documents

MgI2-Mediated Chemoselective Cleavage of Protecting Groups: An Alternative to Conventional Deprotection Methodologies

The scope of MgI2 as a valuable tool for quantitative and mild chemoselective cleavage of protecting groups is described here. This novel synthetic approach expands the use of protecting groups, widens the concept of orthogonality in synthetic processes, and offers a facile opportunity to release compounds from solid supports. Amazing MgI2: Protecting groups have had a tremendous positive impact on the art of biomolecule synthesis. In a context in which the use of attractive protecting groups is often limited by harsh deprotection conditions and low chemoselective flexibility, MgI2 offers, by the execution of a very simple protocol, a fresh vision with extensive perspectives.

New TFA-free cleavage and final deprotection in Fmoc solid-phase peptide synthesis: Dilute HCl in fluoro alcohol

A novel method for cleaving from resin and removing acid-labile protecting groups for the Fmoc solid-phase peptide synthesis is described. 0.1 N HCl in hexafluoroisopropanol or trifluoroethanol cleanly and rapidly removes the tert-butyl ester and ether, Boc, trityl, and Pbf groups and cleaves the common resin linkers: Wang, HMPA, Rink amide, and PAL. Addition of just 5-10% of a hydrogen-bonding solvent considerably retards or even fully inhibits the reaction. However, a non-hydrogen-bonding solvent is tolerated.

Liquid-chromatography quantitative analysis of 20 amino acids after derivatization with FMOC-CI and its application to different origin Radix isatidis

We developed a simple, rapid and reliable method for determination of 20 common amino acids based on derivatization with 9-fluorenylmethyl chloroformate (FMOC-CI) and RP-LC/UV, this method was first introduced into quantitative analysis of amino acids. The amino groups of amino acids were trapped with FMOC-CI to form amino acid-FMOC-Cl adducts which can be suitable for LC-UV. Chromatographic separation was performed on a C18 column with a mobile phase gradient consisting of acetonitrile and sodium acetate solution. This method was shown to be sensitive for 20 common amino acids. In the intra-day precisions assay, the range of RSDs was 3.21-7.67% with accuracies of 92.34-102.51%; for the inter-day precisions assay, the range of RSDs was 5.82-9.19% with accuracies of 90.25-100.63%. The results also indicated that solutions of amino acids-FMOC-Cl can be kept at room temperature for at least 24 h without showing significant losses in the quantified values. The validated method was successfully applied to the determination of major four kinds of amino acids in R. isatidis samples (Arg, Pro, Met and Val). The total content of amino acids in different origin R. isatidis was 13.32-19.16 mg/g. The differences between R. isatidis samples were large using HCA.