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47672

Sigma-Aldrich

Fmoc-Asn(Trt)-OH

≥97.0%

Synonym(s):

Nα-(9-Fluorenylmethoxycarbonyl)-Nγ-trityl-L-asparagine, Nα-Fmoc-Nγ-trityl-L-asparagine

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About This Item

Empirical Formula (Hill Notation):
C38H32N2O5
CAS Number:
132388-59-1
Molecular Weight:
596.67
Beilstein:
4343823
MDL number:
MFCD00077049
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57651076
NACRES:
NA.26

Quality Level

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

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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

Pictograms

Environment
GHS09

Hazard Statements

H411

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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