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

Select a Size

5 G
€97.90
25 G
€189.00
100 G
€717.00
1 KG
Inquire

€97.90


Estimated to ship on31 March 2025


Request a Bulk Order

Select a Size

Change View
5 G
€97.90
25 G
€189.00
100 G
€717.00
1 KG
Inquire

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

€97.90


Estimated to ship on31 March 2025


Request a Bulk Order

Quality Level

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.[1]

Application

Fmoc-Arg(Pbf)-OH is a Fmoc-protected amino acid derivative that can be used to create arginine-containing peptides.[2][3][4][5][6] The 2,2,4,6,7-pentamethyIdlhydrobenzofuran-5-sulfonyl group (Pbf) can be easily cleaved by trifluoroacetic acid (TFA).[7]

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

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)
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)
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)
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)

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

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