Skip to Content
Merck
All Photos(1)

Key Documents

47349

Sigma-Aldrich

Fmoc-Arg(Pbf)-OH

≥98.0% (HPLC)

Synonym(s):

Nα-Fmoc-Nω-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine, Nα-Fmoc-Nω-Pbf-L-arginine

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C34H40N4O7S
CAS Number:
Molecular Weight:
648.77
Beilstein:
8302671
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Assay

≥98.0% (HPLC)

form

powder or crystals

optical activity

[α]/D -5.5±1.0°, c = 1 in DMF

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

−20°C

SMILES string

Cc1c(C)c(c(C)c2CC(C)(C)Oc12)S(=O)(=O)NC(=N)NCCC[C@H](NC(=O)OCC3c4ccccc4-c5ccccc35)C(O)=O

InChI

1S/C34H40N4O7S/c1-19-20(2)30(21(3)26-17-34(4,5)45-29(19)26)46(42,43)38-32(35)36-16-10-15-28(31(39)40)37-33(41)44-18-27-24-13-8-6-11-22(24)23-12-7-9-14-25(23)27/h6-9,11-14,27-28H,10,15-18H2,1-5H3,(H,37,41)(H,39,40)(H3,35,36,38)/t28-/m0/s1

InChI key

HNICLNKVURBTKV-NDEPHWFRSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Fmoc-Arg(Pbf)-OH is used as a building block in peptide synthesis, providing protection to specific functional groups while allowing for efficient peptide bond formation.

Application

Fmoc-Arg(Pbf)-OH is a Fmoc-protected amino acid derivative that can be used to create arginine-containing peptides. The 2,2,4,6,7-pentamethyIdlhydrobenzofuran-5-sulfonyl group (Pbf) can be easily cleaved by trifluoroacetic acid (TFA).

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Enhancement of the T140-based pharmacophores leads to the development of more potent and bio-stable CXCR4 antagonists.
Tamamura H, et al.
Organic & Biomolecular Chemistry, 1(21), 3663-3669 (2003)
A cobaltocenium?peptide bioconjugate shows enhanced cellular uptake and directed nuclear delivery.
Noor F, et al.
Angewandte Chemie (International Edition in English), 44(16), 2429-2432 (2005)
Side-Chain Unprotected Fmoc-Arg/His/Tyr-OH Couplings and Their Application in Solid-Phase Peptide Synthesis through a Minimal-Protection/Green Chemistry Strategy
Yang Y, et al.
Organic Process Research & Development, 26 (2022)
Synthesis of positional-scanning libraries of fluorogenic peptide substrates to define the extended substrate specificity of plasmin and thrombin.
Backes B J, et al.
Nature Biotechnology, 18(2), 187-187 (2000)
The 2, 2, 4, 6, 7-pentamethyldihydrobenzofuran-5-sulfonyl group (Pbf) as arginine side chain protectant.
Carpino L A, et al.
Tetrahedron Letters, 34(49), 7829-7832 (1993)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service