Fmoc-Asn(Trt)-OH Chemical Properties

Melting point:

201-204 °C(lit.)

Boiling point:

858.1±65.0 °C(Predicted)

alpha 

-16 º (c=1, MeOH)

Density 

1.271±0.06 g/cm3(Predicted)

refractive index 

-19 ° (C=1, DMF)

storage temp. 

2-8°C

solubility 

<0.00005g/l

pka

3.79±0.10(Predicted)

form 

powder to crystal

color 

White to Almost white

optical activity

[α]20/D 15.0±1°, c = 1% in methanol

BRN 

4343823

InChIKey

KJYAFJQCGPUXJY-UUWRZZSWSA-N

SMILES

C(O)(=O)[C@H](CC(N)=O)N(C(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O)C(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1

CAS DataBase Reference

132388-59-1(CAS DataBase Reference)

Safety Information

Risk Statements 

53

Safety Statements 

24/25-61

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

2

F 

3-10

HS Code 

2924 29 70

HazardClass 

IRRITANT

Toxicity

LD50 orally in Rabbit: > 2000 mg/kg

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

Fmoc-Asn(Trt)-OH Usage And Synthesis

Description

Fmoc-Asn(Trt)-OH prevents the possibility of the amide side chain from undergoing dehydration side reactions during activation, especially with carbodiimide reagents. Fmoc-Asn(Trt)-OH dissolves readily in all standard peptide synthesis reagents, while Fmoc-Asn-OH is only somewhat soluble in NMP or DMF. The trityl group is removed with TFA. This reaction is usually complete within 1 hour at room temperature, but is slower when the Asn(Trt) residue in at the N-terminal of the peptide. In these cases, the deprotection reaction should be extended to 2 hours.

Chemical Properties

white crystal powde

Uses

Fmoc-Asn(Trt)-OH, is an amino acid derivative used in chemical synthesis and peptide chemistry.

Preparation

Synthesis of Fmoc-Asn(Trt)-OH:
Step 1: Crystallization to form N'-Trityl-L-asparagine crystals.
Step 2: Centrifugation to extract N'-Trityl-L-asparagine crystals.
Step 3: Washing to remove residual starting materials in the synthesis.
Step 4: Extraction to obtain N-Acetyl-L-asparagine.
Step 5: Centrifugation to extract N'-Trityl-L-asparagine.
Step 6: Drying to obtain the final product.
This synthesis method effectively removes residual synthetic materials such as trifluoroacetic acid, maleic anhydride, and epichlorohydrin, which are similar in chemical properties to N-Acetyl-L-asparagine, from the product during the production process. The purification method is simple and the product obtained has high purity.

Fmoc-Asn(Trt)-OH(132388-59-1)Related Product Information

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