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A5855

Sigma-Aldrich

Abz-LFK(Dnp)-OH trifluoroacetate salt

≥97% (HPLC)

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Synonym(s):
O-Aminobenzoic acid-Leu-Phe-Lys(DNP)-OH trifluoroacetate salt
Empirical Formula (Hill Notation):
C34H41N7O9 · xC2HF3O2
Molecular Weight:
691.73 (free base basis)
MDL number:
MFCD11045275
UNSPSC Code:
12352200
PubChem Substance ID:
329770877
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

film

color

yellow

storage temp.

2-8°C

SMILES string

OC(=O)C(F)(F)F.CC(C)C[C@H](NC(=O)c1ccccc1N)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCCCNc3ccc(cc3[N+]([O-])=O)[N+]([O-])=O)C(O)=O

InChI

1S/C34H41N7O9.C2HF3O2/c1-21(2)18-28(38-31(42)24-12-6-7-13-25(24)35)32(43)39-29(19-22-10-4-3-5-11-22)33(44)37-27(34(45)46)14-8-9-17-36-26-16-15-23(40(47)48)20-30(26)41(49)50;3-2(4,5)1(6)7/h3-7,10-13,15-16,20-21,27-29,36H,8-9,14,17-19,35H2,1-2H3,(H,37,44)(H,38,42)(H,39,43)(H,45,46);(H,6,7)/t27-,28-,29-;/m0./s1

InChI key

BAXBDLHYKKDHEJ-BJRQXHFHSA-N

Amino Acid Sequence

Abz-Leu-Phe-Lys-DNP

Application

Abz-LFK(Dnp)-OH trifluoroacetate (TFA) salt is an Angiotensin Converting Enzyme (ACE) fluorescent peptide substrate that binds specifically to the C domain of ACE. Abz-LFK(Dnp)-OH TFA has been used to study the development of new antibacterial calixarene derivatives, as well as the efficacy and toxicity of the antimicrobial peptide M33 as a possible antimicrobial agent in lung infections and sepsis.

Biochem/physiol Actions

Abz-LFK(Dnp)-OH is an Angiotensin Converting Enzyme (ACE) fluorescent peptide substrate specific for the C domain for real time fluorescent assay (ACE, Peptidyl Dipeptidase, Kininase II, E.C. 3.4.15.1).

Features and Benefits

This compound is featured on the Angiotensin Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Guillaume Sautrey et al.
The journal of physical chemistry. B, 115(50), 15002-15012 (2011-11-16)
Tetra-p-guanidinoethylcalix[4]arene trifluoroacetate salt (CX1) was synthesized recently as an antibacterial agent. It showed to be active in vitro against various Gram-positive and Gram-negative bacteria. To get more insight in the mechanism of the biological activity of this derivative, it was
L-arginine trifluoroacetate salt bridges in its solid state compound: the low-temperature three dimensional structural determination of L-arginine bis(trifluoroacetate) crystal and its vibrational spectral analysis
Sun, Z.H., et al.
Spectrochimica Acta Part A: Molecular Spectroscopy, 83, 39-45 (2011)
Alessandro Pini et al.
Amino acids, 43(1), 467-473 (2011-10-11)
The tetra-branched peptide M33 (Pini et al. in FASEB J 24:1015-1022, 2010) is under evaluation in animal models for its activity as antimicrobial agent in lung infections and sepsis. The preclinical development of a new drug requires medium-scale manufacture for

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