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47349

Fmoc-Arg(Pbf)-OH

Name: Fmoc-Arg(Pbf)-OH
Brand: ALDRICH

≥98.0% (HPLC)

Synonym(s):

N_α-Fmoc-N_ω-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine, N_α-Fmoc-N_ω-Pbf-L-arginine

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About This Item

Empirical Formula (Hill Notation):

C₃₄H₄₀N₄O₇S

CAS Number:

154445-77-9

Molecular Weight:

648.77

NACRES:

NA.26

PubChem Substance ID:

57650929

eCl@ss:

32160406

UNSPSC Code:

12352209

MDL number:

MFCD00235804

Beilstein/REAXYS Number:

8302671

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Properties

Quality Level

100

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

Description

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).

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Solid phase synthesis, radiolabeling and biological evaluation of a 99mTc-labeled αVβ3 tripeptide (RGD) conjugated to DOTA as a tumor imaging agent.

Varshney R, et al.

Cancer Biology & Therapy, 11(10), 893-901 (2011)

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)

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)

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Global Trade Item Number

SKU	GTIN
47349-25G	04061832360928
47349-100G	04061832360911
47349-1KG	04061826222461
47349-5G	04061832360935

Key Documents

Fmoc-Arg(Pbf)-OH

≥98.0% (HPLC)

Select a Size

About This Item

Quality Level

assay

form

optical activity

reaction suitability

application(s)

functional group

storage temp.

SMILES string

InChI

InChI key

General description

Application

Still not finding the right product?

Safety Information

Storage Class

wgk

flash_point_f

flash_point_c

ppe

Documentation

Certificates of Analysis (COA)

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Peer Reviewed Papers

Global Trade Item Number