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47672

Fmoc-Asn(Trt)-OH

Name: Fmoc-Asn(Trt)-OH
Brand: ALDRICH

≥97.0%, for peptide synthesis

Synonym(s):

N_α-(9-Fluorenylmethoxycarbonyl)-N_γ-trityl-L-asparagine, N_α-Fmoc-N_γ-trityl-L-asparagine

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About This Item

Empirical Formula (Hill Notation):

C₃₈H₃₂N₂O₅

CAS Number:

132388-59-1

Molecular Weight:

596.67

UNSPSC Code:

12352209

eCl@ss:

32160406

PubChem Substance ID:

57651076

NACRES:

NA.26

Beilstein/REAXYS Number:

4343823

MDL number:

MFCD00077049

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Properties

Product Name

Fmoc-Asn(Trt)-OH, ≥97.0%

Quality Segment

100

assay

≥97.0%

form

powder

optical activity

[α]20/D −15.0±1°, c = 1% in methanol

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

mp

201-204 °C (lit.)

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

SMILES string

OC(=O)[C@H](CC(=O)NC(c1ccccc1)(c2ccccc2)c3ccccc3)NC(=O)OCC4c5ccccc5-c6ccccc46

InChI

1S/C38H32N2O5/c41-35(40-38(26-14-4-1-5-15-26,27-16-6-2-7-17-27)28-18-8-3-9-19-28)24-34(36(42)43)39-37(44)45-25-33-31-22-12-10-20-29(31)30-21-11-13-23-32(30)33/h1-23,33-34H,24-25H2,(H,39,44)(H,40,41)(H,42,43)/t34-/m0/s1

InChI key

KJYAFJQCGPUXJY-UMSFTDKQSA-N

Description

General description

Fmoc-Asn(Trt)-OH has good solubility properties in most organic solvents, and its use has been shown to result in significantly purer peptides than other derivatives used for the introduction of Asn [1, 2]. Coupling can be performed by standard procedures. The trityl group is normally removed by 95% TFA in 1-3 hours, with no alkylation of Trp residues. When Asn(Trt) is the N-terminal residue, the reaction time may need to be extended to ensure complete deprotection [3].

Application

Fmoc-Asn(Trt)-OH has been used to synthesize peptides on cellulose membrane by SPOT method

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pictograms

GHS09

hcodes

H411

Hazard Classifications

Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c