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Key Documents

A2112

Sigma-Aldrich

Ac-PGP trifluoroacetate salt hydrate

≥98% (HPLC)

Synonym(s):

1-Acetyl-L-prolylglycyl-L-proline, Acetyl Pro-Gly-Pro, Acetyl-proline-glycine-proline, N-α-PGP, acPGP

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About This Item

Empirical Formula (Hill Notation):
C14H21N3O5 · xC2HF3O2 · yH2O
CAS Number:
Molecular Weight:
311.33 (anhydrous free base basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

$104.00


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Quality Level

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

deionized water: ≥2 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

O.OC(=O)C(F)(F)F.CC(=O)N1CCC[C@H]1C(=O)NCC(=O)N2CCC[C@H]2C(O)=O

InChI

1S/C14H21N3O5.C2HF3O2.H2O/c1-9(18)16-6-2-4-10(16)13(20)15-8-12(19)17-7-3-5-11(17)14(21)22;3-2(4,5)1(6)7;/h10-11H,2-8H2,1H3,(H,15,20)(H,21,22);(H,6,7);1H2/t10-,11-;;/m0../s1

InChI key

UCOFOXNKITYGTK-ULEGLUPFSA-N

Biochem/physiol Actions

Ac-PGP is a neutrophil chemoattractant.
N-acetyl Proline-Glycine-Proline (ac-PGP) is a potent and selective neutrophil chemoattractant. It is generated enzymatically from extracellular matrix proteins such as collagen. PGP is generated from native collagen by the action of matrix metalloproteinase–8 (MMP-8) and/or MMP-9, followed by a secondary cleavage by prolyl endopeptidase (PE). N-terminal acetylation of PGP (Ac-PGP) occurs through an unknown mechanism. Both PGP and AcPGP are considered biomarkers and possible therapeutic targets for chronic obstructive pulmonary disease (COPD) and may also be markers for acute pulmonary exacerbation in Cystic Fibrosis.

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Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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