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47561

Fmoc-Trp(Boc)-OH

Name: Fmoc-Trp(Boc)-OH
Brand: ALDRICH

≥97.0% (HPLC), for peptide synthesis

Synonym(s):

N_α-Fmoc-N_(in)-Boc-L-tryptophan, N_(in)-Boc-N_α-Fmoc-L-tryptophan

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About This Item

Empirical Formula (Hill Notation):

C₃₁H₃₀N₂O₆

CAS Number:

143824-78-6

Molecular Weight:

526.58

UNSPSC Code:

12352209

eCl@ss:

32160406

PubChem Substance ID:

57651011

NACRES:

NA.26

Beilstein/REAXYS Number:

7698009

MDL number:

MFCD00153366

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Properties

Product Name

Fmoc-Trp(Boc)-OH, ≥97.0% (HPLC)

Quality Level

100

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

Description

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).

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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)

Nanoparticles generated from a tryptophan derivative: physical characterization and anti-cancer drug delivery.

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

Stimuli-Responsive Codelivery of Oligonucleotides and Drugs by Self-Assembled Peptide Nanoparticles.

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

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Global Trade Item Number

SKU	GTIN
47561-100G-F	04061832642536
47561-1KG-F	04061826222614
47561-25G-F	04061832361765
47561-5G-F	04061832361772