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22669

Sigma-Aldrich

Fmoc-Phe(4-Boc2-guanidino)-OH

technical, ≥90% (HPLC)

Synonym(s):

Fmoc-4-(N,N′-di-Boc-guanidino)-L-phenylalanine

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About This Item

Empirical Formula (Hill Notation):
C35H40N4O8
CAS Number:
Molecular Weight:
644.71
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

grade

technical

Quality Level

Assay

≥90% (HPLC)

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)N\C(NC(=O)OC(C)(C)C)=N/c1ccc(C[C@H](NC(=O)OCC2c3ccccc3-c4ccccc24)C(O)=O)cc1

InChI

1S/C35H40N4O8/c1-34(2,3)46-32(43)38-30(39-33(44)47-35(4,5)6)36-22-17-15-21(16-18-22)19-28(29(40)41)37-31(42)45-20-27-25-13-9-7-11-23(25)24-12-8-10-14-26(24)27/h7-18,27-28H,19-20H2,1-6H3,(H,37,42)(H,40,41)(H2,36,38,39,43,44)/t28-/m0/s1

InChI key

CIEGZABLYKOZLG-NDEPHWFRSA-N

Other Notes

Pharmacologically interesting protected analog of arginine.

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)

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R L Melo et al.
Biochemistry, 40(17), 5226-5232 (2001-04-25)
We explored the unique substrate specificity of the primary S(1) subsite of human urinary kallikrein (hK1), which accepts both Phe and Arg, using internally quenched fluorescent peptides Abz-F-X-S-R-Q-EDDnp and Abz-G-F-S-P-F-X-S-S-R-P-Q-EDDnp [Abz is o-aminobenzoic acid; EDDnp is N-(2,4-dinitrophenyl)ethylenediamine], which were based

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