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F5135

Sigma-Aldrich

N-[3-(2-Furyl)acryloyl]-Leu-Gly-Pro-Ala

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Synonym(s):
FALGPA, N-[3-(2-Furyl)acryloyl]-L-leucyl-glycyl-L-prolyl-L-alanine
Empirical Formula (Hill Notation):
C23H32N4O7
CAS Number:
Molecular Weight:
476.52
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

UniProt accession no.

storage temp.

−20°C

SMILES string

CC(C)C[C@H](NC(=O)\C=C\c1ccco1)C(=O)NCC(=O)N2CCC[C@H]2C(=O)N[C@@H](C)C(O)=O

InChI

1S/C23H32N4O7/c1-14(2)12-17(26-19(28)9-8-16-6-5-11-34-16)21(30)24-13-20(29)27-10-4-7-18(27)22(31)25-15(3)23(32)33/h5-6,8-9,11,14-15,17-18H,4,7,10,12-13H2,1-3H3,(H,24,30)(H,25,31)(H,26,28)(H,32,33)/b9-8+/t15-,17-,18-/m0/s1

InChI key

ZLFQNOJSYZSINX-PVJKAEHXSA-N

Gene Information

mouse ... Prkcq(18761)

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This Item
F7131G5779S7388
vibrant-m

F7131

N-[3-(2-Furyl)acryloyl]-Phe-Gly-Gly

vibrant-m

G5779

Gly-Pro-Arg-Pro amide

Gene Information

mouse ... Prkcq(18761)

Gene Information

human ... ACE(1636), ACE2(59272)
mouse ... ACE3(217246)
rat ... ACE(11421), ACE2(70008), ACE3(498012)

Gene Information

human ... FN1(2335)
mouse ... FN1(14268)
rat ... FN1(25661)

Gene Information

human ... FKBP10(60681)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

UniProt accession no.

Q02111

UniProt accession no.

-

UniProt accession no.

P02751, P04937, P11276

UniProt accession no.

-

Amino Acid Sequence

FA-Leu-Gly-Pro-Ala

General description

N-[3-(2-Furyl)acryloyl]-Leu-Gly-Pro-Ala or FALGPA is a synthetic substance which resemble the primary structure of collagen, and is hydrolyzed by all known collagenases.

Application

N-[3-(2-Furyl)acryloyl]-Leu-Gly-Pro-Ala has been used for use in FALGPA assay performed using GBS (Group B Streptococci) USF704.

Biochem/physiol Actions

N-[3-(2-Furyl)acryloyl]-Leu-Gly-Pro-Ala or FALGPA is hydrolyzed by collagenases and the optimum pH for hydrolysis is 7.4.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Substrates

Substrate for collagenase.

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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Z E Juarez et al.
Infection and immunity, 67(1), 271-278 (1998-12-24)
Streptococcus gordonii is a frequent cause of infective bacterial endocarditis, but its mechanisms of virulence are not well defined. In this study, streptococcal proteases were recovered from spent chemically defined medium (CDM) and fractionated by ammonium sulfate precipitation and by
R Gayatri et al.
Biochimica et biophysica acta, 1524(2-3), 228-237 (2000-12-13)
Bacterial collagenase has now been reacted with a select series of Cr(III) complexes and modifications in the activity of chromium-modified collagenase has been deduced from the extent of hydrolysis of (2-furanacryloyl-L-leucyl-glycyl-L-prolyl-L-alanine), FALGPA. A homologous series of Cr(III) complexes with dimeric
K K Mäkinen et al.
Medical microbiology and immunology, 185(1), 1-10 (1996-05-01)
Relatively scant chemical information has been available on the proteinases and peptidases of spirochetes in spite of the association of spirochetes with several serious infections known to plague humans and other animal species. This situation has partly resulted from difficulties
M S Yu et al.
Microbiology (Reading, England), 145 ( Pt 1), 143-150 (1999-04-17)
The prtV gene, encoding a collagenase of Vibrio parahaemolyticus, was expressed in Escherichia coli and purified by affinity chromatography. The transformant E. coli BL21(DE3)(pPRT2) secreted the recombinant PrtV, and the highest enzyme activity was detected in the culture supernatant after
E Söderling et al.
Journal of periodontal research, 26(1), 17-23 (1991-01-01)
Four rough-surfaced (R) and three smooth-surfaced (S) clinical isolates of Capnocytophaga obtained from the subgingival plaque of periodontitis patients were studied for their peptidase and protease profiles. The results were compared with those obtained with C. gingivalis (which has a

Protocols

To measure collagenase activity, N-(3-[2-Furyl]acryloyl)-Leu-Gly-Pro-Ala is used in a continuous spectrophotometric rate determination at 345 nm. Collagenase hydrolyzes collagen peptide bonds.

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