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Sigma-Aldrich

Fmoc-Gln(Trt)-OH

≥98.0% (HPLC), for peptide synthesis

Synonym(s):

Nα-Fmoc-Nδ-trityl-L-glutamine

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About This Item

Empirical Formula (Hill Notation):
C39H34N2O5
CAS Number:
132327-80-1
Molecular Weight:
610.70
Beilstein:
4343953
MDL number:
MFCD00077056
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57651077
NACRES:
NA.26

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

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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.

WGK

WGK 1

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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Neurotrophic peptide aldehydes: Solid phase synthesis of fellutamide B and a simplified analog
JS Schneekloth
Bioorganic & Medicinal Chemistry Letters, 16, 3855-3858 (2006)
Protection of carboxamide functions by the trityl residue. Application to peptide synthesis
P Sieber, et.al.
Tetrahedron Letters, 32, 739-742 (1991)
Cathleen Jendrny et al.
Chembiochem : a European journal of chemical biology, 17(8), 719-726 (2015-11-18)
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