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Merck
CN

47672

Fmoc-Asn(Trt)-OH

≥97.0%, for peptide synthesis

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
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57651076
NACRES:
NA.26
Beilstein/REAXYS Number:
4343823
MDL number:
MFCD00077049

Key Documents

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Product Name

Fmoc-Asn(Trt)-OH, ≥97.0%

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

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

Quality Level

100

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Application

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

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].

pictograms

Environment
GHS09

hcodes

H411

Hazard Classifications

Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7828V
WXBF3005V
WXBF2335V
BCCH7823
BCCJ3192

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Xiaoyi Mao et al.
STAR protocols, 2(2), 100503-100503 (2021-05-18)
Identification of peptides mediating protein-protein interaction (PPI) is crucial for understanding the function of interlinked proteins in cellular processes and amino acid-associated diseases. Traditional PPI assays are laborious, involving the generation of many truncated proteins. SPOT peptide assay allows high-throughput
Paul W R Harris et al.
Biopolymers, 104(2), 116-127 (2015-02-07)
The cancer protein NY-ESO-1 has been shown to be one of the most promising vaccine candidates although little is known about its cellular function. Using a chemical protein strategy, the 180 amino acid polypeptide, tagged with an arginine solubilizing tail

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