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47561

Sigma-Aldrich

Fmoc-Trp(Boc)-OH

≥97.0% (HPLC), for peptide synthesis

Synonym(s):

Nα-Fmoc-N(in)-Boc-L-tryptophan, N(in)-Boc-Nα-Fmoc-L-tryptophan

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About This Item

Empirical Formula (Hill Notation):
C31H30N2O6
CAS Number:
143824-78-6
Molecular Weight:
526.58
Beilstein:
7698009
MDL number:
MFCD00153366
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57651011
NACRES:
NA.26

product name

Fmoc-Trp(Boc)-OH, ≥97.0% (HPLC)

Assay

≥97.0% (HPLC)

form

solid

optical activity

[α]20/D −21±2°, c = 1% in DMF

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

application(s)

peptide synthesis

functional group

Boc
Fmoc

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(=O)n1cc(C[C@H](NC(=O)OCC2c3ccccc3-c4ccccc24)C(O)=O)c5ccccc15

InChI

1S/C31H30N2O6/c1-31(2,3)39-30(37)33-17-19(20-10-8-9-15-27(20)33)16-26(28(34)35)32-29(36)38-18-25-23-13-6-4-11-21(23)22-12-5-7-14-24(22)25/h4-15,17,25-26H,16,18H2,1-3H3,(H,32,36)(H,34,35)/t26-/m0/s1

InChI key

ADOHASQZJSJZBT-SANMLTNESA-N

Related Categories

Application

Fmoc-Trp(Boc)-OH can be used for the synthesis of analogs of glucagon-like peptide-1 (GLP-1) for the treatment of type 2 diabetes and various peptides by Fmoc solid phase peptide synthesis (SPPS).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Limiting racemization and aspartimide formation in microwave-enhanced Fmoc solid phase peptide synthesis.
Palasek SA, et al.
Journal of Peptide Science, 13(3), 143-148 (2007)
Potent derivatives of glucagon-like peptide-1 with pharmacokinetic properties suitable for once daily administration.
Knudsen LB, et al.
Journal of Medicinal Chemistry, 43(9), 1664-1669 (2000)
Taru Dube et al.
Amino acids, 49(5), 975-993 (2017-03-12)
Surging reports of peptide-based nanosystems and their growing potency in terms of biological utility demand for the search of newer and simpler peptide-based systems that could serve as smart templates for the development of self-assembled nanostructures. Use of simple amino
Severin J Sigg et al.
Biomacromolecules, 17(3), 935-945 (2016-02-13)
Ever more emerging combined treatments exploiting synergistic effects of drug combinations demand smart, responsive codelivery carriers to reveal their full potential. In this study, a multifunctional stimuli-responsive amphiphilic peptide was designed and synthesized to self-assemble into nanoparticles capable of co-bearing
Solid-phase peptide synthesis: from standard procedures to the synthesis of difficult sequences.
Coin I, et al.
Nature Protocols, 2(12), 3247-3247 (2007)
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