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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 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

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

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Mapping of domain-mediated protein-protein interaction by SPOT peptide assay.

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

Chemical synthesis of a polypeptide backbone derived from the primary sequence of the cancer protein NY-ESO-1 enabled by kinetically controlled ligation and pseudoprolines.

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

Global Trade Item Number

SKU	GTIN
47672-100G-F	04061832372686
47672-1KG-F	04061826222799
47672-5G-F	04061832372709
47672-25G-F	04061832372693