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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:
Molecular Weight:
610.70
Beilstein:
4343953
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product name

Fmoc-Gln(Trt)-OH, ≥98.0% (HPLC)

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.

Storage Class Code

11 - Combustible Solids

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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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)
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
Marcus Pickhardt et al.
Current Alzheimer research, 14(7), 742-752 (2017-02-06)
Anti-aggregation drugs play an important role in therapeutic approaches for Alzheimer's disease. We have previously developed a number of compounds that are able to inhibit the pathological aggregation of Tau protein. One common obstacle to application is the limited penetration
Fatemeh Zabihi et al.
Journal of controlled release : official journal of the Controlled Release Society, 242, 35-41 (2016-07-30)
Nanogels offer many unique features rendering them as very attractive candidates for drug delivery. However, for their applications the loading capacity and specific encapsulation, in particular for hydrophobic drugs, in a complex media are two critical factors. In this work

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