119062-05-4

Basic information

• Product Name: Fmoc-L-aspartic acid
• Synonyms: (S)-2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)succinic acid;N-FMoc-L-AspaD23-Ragine;Fmoc-L-aspartic acid≥ 99% (HPLC);N-(9-FLUORENYLMETHOXYCARBONYL)-L-ASPARTIC ACID;N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-L-ASPARTIC ACID;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-ASPARTIC ACID;N-FMOC-L-ASPARTIC ACID;FMOC-L-ASP-OH
• CAS NO: 119062-05-4
• Molecular Formula: C₁₉H₁₇NO₆
• Molecular Weight: 355.34
• EINECS: 1533716-785-6
• Product Categories: Isoquinolines ,Quinolines ,Quinaldines;Amino Acid Derivatives;Amino Acids;Aspartic acid [Asp, D];Fmoc-Amino Acids and Derivatives;Amino Acids (N-Protected);Biochemistry;Fmoc-Amino Acids;Fmoc-Amino acid series;A - H;Amino Acids;Modified Amino Acids
• Mol File: 119062-05-4.mol
• Article Data: 17

Chemical Properties

• Melting Point: 180-190 °C
• Boiling Point: 587.2 °C at 760 mmHg
• Flash Point: 308.9 °C
• Appearance: /
• Density: 1.399 g/cm³
• Vapor Pressure: 1.24E-14mmHg at 25°C
• Refractive Index: 1.628
• Storage Temp.: −20°C
• PKA: 3.66±0.23(Predicted)
• Water Solubility: Soluble in methanol, and water.
• CAS DataBase Reference: Fmoc-L-aspartic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-L-aspartic acid(119062-05-4)
• EPA Substance Registry System: Fmoc-L-aspartic acid(119062-05-4)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 119062-05-4(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

N-Fmoc-L-aspartic acid is used to biosynthesize other amino acids with in the human body.

InChI:InChI=1/C19H17NO6/c21-17(22)9-16(18(23)24)20-19(25)26-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16H,9-10H2,(H,20,25)(H,21,22)(H,23,24)/t16-/m0/s1

Upstream product

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

Downstream Products

• 1252035-93-0 (3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxo-4-[(2S)-2-(4-phenyl-1H-imidazol-2-yl)pyrrolidin-1-yl]butanoic acid 
• 116857-07-9 (L)-N-Fmoc-homoserine lactone 

Relevant articles and documents

Profiling primary protease specificity by peptide synthesis on a solid support

Reverse screening: A greatly simplified primary screening of protease specificity has been achieved by monitoring the fluorescence during the protease-catalyzed coupling of amino acids instead of peptide hydrolysis on a solid support (see picture, AA = amino acid). This approach paves the way for flexible, rapid, high-throughput identification and characterization of proteases without the need for expensively labeled peptide arrays.

A new polymer-supported reagent for the Fmoc-protection of amino acids

A new polymer-supported Fmoc-OSu (Fmoc-P-OSu) has been prepared from polymer-bound N-hydroxysuccinimide (P-HOSu), and used as a solid-supported reagent for the Fmoc-protection of amino groups. The residual P-HOSu generated after the protection reaction can be separated by simple filtration and reused.

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.

A microwave-assisted synthesis of (S)-N-protected homoserine γ-lactones from l-aspartic acid

A three-pot preparation of (S)-N-protected homoserine γ-lactones is presented. Conversion of N-protected l-aspartic acid to an oxazolidinone is followed by selective reduction/acid-catalyzed cyclization to deliver the lactones. Microwave irradiation proved valuable for improving the latter reaction steps in some cases.