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47431

Sigma-Aldrich

Fmoc-Phe(4-I)-OH

≥97.0%

Synonym(s):

Fmoc-4-iodo-L-phenylalanine

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About This Item

Empirical Formula (Hill Notation):
C24H20INO4
CAS Number:
Molecular Weight:
513.32
Beilstein/REAXYS Number:
4592723
MDL number:
UNSPSC Code:
12352200
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Quality Level

assay

≥97.0%

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

SMILES string

OC(=O)[C@H](Cc1ccc(I)cc1)NC(=O)OCC2c3ccccc3-c4ccccc24

InChI

1S/C24H20INO4/c25-16-11-9-15(10-12-16)13-22(23(27)28)26-24(29)30-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,26,29)(H,27,28)/t22-/m0/s1

InChI key

LXOXXTQKKRJNNB-QFIPXVFZSA-N

Other Notes

Synthesis of a phosphotyrosine mimetic; Building block employed for the synthesis of peptides carrying a radio-label

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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M.N. Qabar et al.
Tetrahedron, 53, 11171-11171 (1997)
R.E. Shute et al.
Tetrahedron Letters, 28, 3419-3419 (1987)
Xiaoyan Mu et al.
Physical chemistry chemical physics : PCCP, 19(25), 16923-16933 (2017-06-21)
Four isomers of the radical cation of tripeptide phenylalanylglycyltryptophan, in which the initial location of the radical center is well defined, have been isolated and their collision-induced dissociation (CID) spectra examined. These ions, the π-centered [FGW
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