FMOC-D-alanine Chemical Properties

Melting point:

151-155 °C

alpha 

18.3 º (c=1,DMF)

Boiling point:

544.1±33.0 °C(Predicted)

Density 

1.282±0.06 g/cm3(Predicted)

refractive index 

19 ° (C=1, DMF)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMF (Slightly), DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

3.91±0.10(Predicted)

color 

White to Off-White

optical activity

[α]20/D +18.5±1°, c = 1% in DMF

Water Solubility 

Soluble in dimethylformamide (1 mole in 2 ml). Insoluble in water.

BRN 

8025133

Major Application

peptide synthesis

InChI

1S/C18H17NO4/c1-11(17(20)21)19-18(22)23-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,11,16H,10H2,1H3,(H,19,22)(H,20,21)/t11-/m1/s1

InChIKey

QWXZOFZKSQXPDC-LLVKDONJSA-N

SMILES

C[C@@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O

CAS DataBase Reference

79990-15-1(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29224999

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:SigmaAldrich

FMOC-D-alanine Usage And Synthesis

Chemical Properties

White solid

Uses

N-Fmoc-D-alanine is potentially useful for proteomics studies and solid phase peptide synthesis techniques. It is also essential for the biosynthesis of peptidoglycan cross linking sub-units that are used for bacterial cell walls.

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

For the synthesis of Fmoc-D-alanine, the conventional synthetic method is to start from D-alanine and obtain the target product through an amine ester exchange reaction with the precursor compound ester. Generally, the reaction requires the addition of a small amount of weak base to promote the reaction and needs to be carried out at high temperature.

FMOC-D-alanine(79990-15-1)Related Product Information

• EC 2.6.1.2
• Fmoc-Lys(Boc)-OH
• Fmoc-Aib-OH
• L-Fmoc-Aspartic acid alpha-tert-butyl ester
• 9-Fluorenylmethyl chloroformate
• L-Alanine
• D-Alanine
• Fmoc-Asp(OtBu)-OH
• Phenprobamate
• Fmoc-OSu
• FMOC-D-ASP-OH
• Fmoc-L-4-Iodophenylalanine
• Fmoc-L-beta-homoproline
• Fmoc-O-trityl-L-threonine
• FMOC-L-2-(5-BROMOTHIENYL)ALANINE
• FMOC-ASP-OME
• Fmoc-L-beta-homoisoleucine
• FMOC-L-STYRYLALANINE