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47674

Fmoc-Gln(Trt)-OH

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

≥98.0% (HPLC), for peptide synthesis

Synonym(s):

N_α-Fmoc-N_δ-trityl-L-glutamine

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About This Item

Empirical Formula (Hill Notation):

C₃₉H₃₄N₂O₅

CAS Number:

132327-80-1

Molecular Weight:

610.70

UNSPSC Code:

12352209

eCl@ss:

32160406

PubChem Substance ID:

57651077

NACRES:

NA.26

Beilstein/REAXYS Number:

4343953

MDL number:

MFCD00077056

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Properties

Product Name

Fmoc-Gln(Trt)-OH, ≥98.0% (HPLC)

Quality Level

100

assay

≥98.0% (HPLC)

form

powder

optical activity

[α]/D -14.0±1.5°, c = 1% in DMF

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

SMILES string

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

InChI

1S/C39H34N2O5/c42-36(41-39(27-14-4-1-5-15-27,28-16-6-2-7-17-28)29-18-8-3-9-19-29)25-24-35(37(43)44)40-38(45)46-26-34-32-22-12-10-20-30(32)31-21-11-13-23-33(31)34/h1-23,34-35H,24-26H2,(H,40,45)(H,41,42)(H,43,44)/t35-/m0/s1

InChI key

WDGICUODAOGOMO-DHUJRADRSA-N

Description

General description

Fmoc-Gln(Trt)-OH also known as Nα-Fmoc-Nδ-trityl-L-glutamine, a Fmoc protected amino acid derivative used as a reagent in the synthesis of peptides. As glutamine is protected with a trityl group, unwanted substitute products in the reactions can be prevented.

Application

Fmoc-Gln(Trt)-OH is used as a starting material in the Fmoc solid phase peptide synthesis of fellutamide B and N-octanoyl analog of fellutamide B.

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Storage Class

11 - Combustible Solids

wgk

WGK 1

ppe

Eyeshields, Gloves, type N95 (US)

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Protection of carboxamide functions by the trityl residue. Application to peptide synthesis

P Sieber, et.al.

Tetrahedron Letters, 32, 739-742 (1991)

Neurotrophic peptide aldehydes: Solid phase synthesis of fellutamide B and a simplified analog

JS Schneekloth

Bioorganic & Medicinal Chemistry Letters, 16, 3855-3858 (2006)

Inhibition of Kallikrein-Related Peptidases 7 and 5 by Grafting Serpin Reactive-Center Loop Sequences onto Sunflower Trypsin Inhibitor-1 (SFTI-1).

Cathleen Jendrny et al.

Chembiochem : a European journal of chemical biology, 17(8), 719-726 (2015-11-18)

Serpin proteins irreversibly inhibit serine proteases, but only a small part of the serpin reactive-center loop (RCL) is responsible for the initial protein-protein interaction (PPI). To develop peptidic protease inhibitors, kallikrein-related peptidases 7 (KLK7) and 5 (KLK5) were chosen. Firstly

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