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SML3408

Sigma-Aldrich

EG00229 trifluoroacetate

≥98% (HPLC)

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Synonym(s):
N2-​[[3-​[(2,​1,​3-​Benzothiadiazol-​4-​ylsulfonyl)​amino]​-​2-​thienyl]​carbonyl]​-L-​arginine trifluoroacetate
Empirical Formula (Hill Notation):
C17H19N7O5S3·CF3COOH
CAS Number:
1210945-69-9
Molecular Weight:
611.60
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

storage temp.

−20°C

InChI

1S/C17H19N7O5S3.C2HF3O2/c18-17(19)20-7-2-4-11(16(26)27)21-15(25)14-10(6-8-30-14)24-32(28,29)12-5-1-3-9-13(12)23-31-22-9;3-2(4,5)1(6)7/h1,3,5-6,8,11,24H,2,4,7H2,(H,21,25)(H,26,27)(H4,18,19,20);(H,6,7)/t11-;/m0./s1

InChI key

ZYQBITUOSRZDTG-MERQFXBCSA-N

Biochem/physiol Actions

EG00229 trifluoroacetate is an antagonist of the VEGF-A receptor neuropilin 1 (NRP1), which decreases viability of A549 lung carcinoma cells. EG00229 trifluoroacetate impairs VEGFA induced migration of HUV-EC-C endothelial cells.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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James L Daly et al.
Science (New York, N.Y.), 370(6518), 861-865 (2020-10-22)
Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2), the causative agent of coronavirus disease 2019 (COVID-19), uses the viral spike (S) protein for host cell attachment and entry. The host protease furin cleaves the full-length precursor S glycoprotein into two associated
Ashley Jarvis et al.
Journal of medicinal chemistry, 53(5), 2215-2226 (2010-02-16)
We report the molecular design and synthesis of EG00229, 2, the first small molecule ligand for the VEGF-A receptor neuropilin 1 (NRP1) and the structural characterization of NRP1-ligand complexes by NMR spectroscopy and X-ray crystallography. Mutagenesis studies localized VEGF-A binding
Jillian C Nissen et al.
Journal of neurochemistry, 127(3), 394-402 (2013-09-17)
Tuftsin (Thr-Lys-Pro-Arg) is a natural immunomodulating peptide found to stimulate phagocytosis in macrophages/microglia. Tuftsin binds to the receptor neuropilin-1 (Nrp1) on the surface of cells. Nrp1 is a single-pass transmembrane protein, but its intracellular C-terminal domain is too small to

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