Fmoc-Trp(Boc)-OH Chemical Properties

Melting point:

ca 97℃

alpha 

-21 º (c=1%, DMF)

Density 

1.28±0.1 g/cm3(Predicted)

refractive index 

-20 ° (C=1, DMF)

storage temp. 

2-8°C

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

pka

3.71±0.10(Predicted)

form 

Solid

color 

White to Orange to Green

optical activity

[α]20/D 21±2°, c = 1% in DMF

Sensitive 

Moisture Sensitive

BRN 

7698009

InChIKey

ADOHASQZJSJZBT-SANMLTNESA-N

SMILES

C(O)(=O)[C@H](CC1C2=C(C=CC=C2)N(C(OC(C)(C)C)=O)C=1)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O

CAS DataBase Reference

143824-78-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,N

Risk Statements 

36/37/38-51/53-43

Safety Statements 

22-24/25-36/37/39-27-26-61-37-24

RIDADR 

3077

WGK Germany 

3

F 

10-21

HazardClass 

9

HS Code 

29339900

MSDS

• Language:English Provider:SigmaAldrich

Fmoc-Trp(Boc)-OH Usage And Synthesis

Chemical Properties

White solid

Uses

Fmoc-Trp(Boc)-OH is a very useful synthetic intermediate. It is used to prepare Trp containing-peptides.

Uses

Fmoc-Trp(Boc)-OH can be used for the synthesis of analogs of glucagon-like peptide-1 (GLP-1) for the treatment of type 2 diabetes and various peptides by Fmoc solid phase peptide synthesis (SPPS).

General Description

The use of this N-in-Boc protected derivative overcomes most of the problems associated with the preparation of Trp containing-peptides by Fmoc SPPS [1]. Cleavage with TFA generates an N-in-carboxy indole which protects the Trp from alkylation [1, 2, 3] and sulfonation [1, 4, 5, 6, 7]. The N-in-carboxy group is removed under aqueous conditions during normal work-up of the peptide.



The product number for this product was previously 04-12-1103.

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reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Fmoc-Trp(Boc)-OH(143824-78-6)Related Product Information

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