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

Name: N-[3-(2-Furyl)acryloyl]-Leu-Gly-Pro-Ala
Brand: SIGMA

collagenase substrate, chromogenic

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Synonym(s):

FALGPA, N-[3-(2-Furyl)acryloyl]-L-leucyl-glycyl-L-prolyl-L-alanine

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About This Item

Empirical Formula (Hill Notation):

C₂₃H₃₂N₄O₇

CAS Number:

78832-65-2

Molecular Weight:

476.52

UNSPSC Code:

12352202

PubChem Substance ID:

329799652

NACRES:

NA.32

MDL number:

MFCD00133552

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Properties

Product Name

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

Quality Level

200

UniProt accession no.

Q02111

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)

Description

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.[1]

Substrate for collagenase.

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.[2]

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.[1]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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1 of 1

This Item	F7131	G5779	S7388
Sigma-Aldrich F5135 N-[3-(2-Furyl)acryloyl]-Leu-Gly-Pro-Ala	Sigma-Aldrich F7131 N-[3-(2-Furyl)acryloyl]-Phe-Gly-Gly	Sigma-Aldrich G5779 Gly-Pro-Arg-Pro amide	Sigma-Aldrich S7388 N-Succinyl-Ala-Ala-Pro-Phe p-nitroanilide
Quality Level 200	Quality Level 300	Quality Level 200	Quality Level 300
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
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)
UniProt accession no. Q02111	UniProt accession no. -	UniProt accession no. P02751, P04937, P11276	UniProt accession no. -

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Purification and substrate specificity of an endopeptidase from the human oral spirochete Treponema denticola ATCC 35405, active on furylacryloyl-Leu-Gly-Pro-Ala and bradykinin.

K K Mäkinen et al.

The Journal of biological chemistry, 267(20), 14285-14293 (1992-07-15)

An endopeptidase was purified to homogeneity from the cell extracts of Treponema denticola ATCC 35405 (a human oral spirochete) by a procedure that comprised dialysis, anion exchange fast protein liquid chromatography (FPLC), hydroxylapatite FPLC, immobilized metal affinity FPLC, FPLC chromatofocusing

Characterization of PepB, a group B streptococcal oligopeptidase.

B Lin et al.

Infection and immunity, 64(8), 3401-3406 (1996-08-01)

Group B streptococci were recently reported to possess a cell-associated collagenase. Although the enzyme hydrolyzed the synthetic collagen-like substrate N-(3-[2-furyl]acryloyl)-Leu-Gly-Pro-Ala, we found that neither the highly purified enzyme nor crude group B streptococcal cell lysate solubilized a film of reconstituted

Comparative studies on the activities of collagenases from Grimontia hollisae and Clostridium hystoliticum in the hydrolysis of synthetic substrates.

Teisuke Takita et al.

Journal of biochemistry, 163(5), 425-431 (2018-02-15)

The collagenase produced by a gram-negative bacterium Grimontia hollisae strain 1706B (Ghcol) degrades collagen more efficiently than that produced by a gram-positive bacterium Clostridium histolyticum (Chcol), which is currently the most widely used collagenase in industry [Teramura et al. (Cloning

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Global Trade Item Number

SKU	GTIN
F5135-5MG	04061833618103
F5135-25MG	04061833618097
F5135-100MG	04061833618080

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

collagenase substrate, chromogenic

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About This Item

Product Name

Quality Level

UniProt accession no.

storage temp.

SMILES string

InChI

InChI key

Gene Information

General description

Application

Biochem/physiol Actions

Packaging

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Storage Class

wgk

flash_point_f

flash_point_c

ppe

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