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SML0208

Sigma-Aldrich

KYP-2047

≥95% (HPLC)

Synonym(s):

(2S)-1-[[(2S)-1-(1-Oxo-4-phenylbutyl)-2-pyrrolidinyl]carbonyl]-2-pyrrolidinecarbonitrile

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About This Item

Empirical Formula (Hill Notation):
C20H25N3O2
CAS Number:
796874-99-2
Molecular Weight:
339.43
MDL number:
MFCD22201003
UNSPSC Code:
12352200
PubChem Substance ID:
329825230
NACRES:
NA.77

Assay

≥95% (HPLC)

form

oil

storage condition

desiccated

color

white to light brown

storage temp.

2-8°C

SMILES string

O=C(CCCc1ccccc1)N2CCC[C@H]2C(=O)N3CCC[C@H]3C#N

InChI

1S/C20H25N3O2/c21-15-17-10-5-13-22(17)20(25)18-11-6-14-23(18)19(24)12-4-9-16-7-2-1-3-8-16/h1-3,7-8,17-18H,4-6,9-14H2/t17-,18-/m0/s1

InChI key

SPXFAUXQZWJGCJ-ROUUACIJSA-N

Application

KYP-2047 may be used in prolyl endopeptidase-mediated cell signaling studies.

Biochem/physiol Actions

KYP-2047 clears the α-synuclein aggregates induced by oxidative stress in the neuronal cells. α-synuclein is the main component of Lewy bodies in Parkinson′s disease that cause neuronal cell death and dementia.
KYP-2047 is a very potent, selective inhibitor of Prolyl oligopeptidase (POP), also known as prolyl endopeptidase (PEP or PE). Ki = .023nM (porcine). KYP-2047 has been found to be neuroprotective against glutamate and oxygen, glucose deprivation in vitro. It has also been used to inhibit the formation of AcSDKP from its precursor 43-mer thymosin β4 (Tβ4). Ac-SDKP is involved in hemopoietic stem cell differentiation, is pro-angiogenic and antifibrogenic.

Features and Benefits

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

SML0208-25MG:4548173340333
SML0208-VAR:
SML0208-5MG:4548173340340
SML0208-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Reinis Svarcbahs et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 36(49), 12485-12497 (2016-12-09)
Decreased clearance of α-synuclein (aSyn) and aSyn protein misfolding and aggregation are seen as major factors in the pathogenesis of Parkinson's disease (PD) and other synucleinopathies that leads to disruption in neuronal function and eventually to cell death. Prolyl oligopeptidase
Yuki Maruyama et al.
Placenta, 53, 8-15 (2017-05-11)
Prolyl oligopeptidase (prolyl endopeptidase, Prep), a multifunctional protease hydrolyzing -Pro-X- peptide bonds, is highly expressed in the mouse placenta, but the function during development is not known. We explored the possibility of Prep's involvement in placental differentiation. We cultured trophoblast
Giovanna Casili et al.
Oncotarget, 12(17), 1663-1676 (2021-08-27)
Intestinal ischemia-reperfusion (II/R) develops when the blood flow to the intestines decreases, followed by the reestablishment of the blood supply to the ischemic tissue, resulting in intestinal mucosal barrier dysfunction, with consequent severe local and systemic inflammation. Acute lung injury
Jianbin Zhang et al.
Life sciences, 270, 119131-119131 (2021-02-01)
Prolyl endopeptidase (PREP) is a serine endopeptidase widely distributed in the body, and accumulated evidence suggests that PREP participates in inflammation and oxidative stress. Here, we explored the effect of PREP gene disruption on hepatic inflammation and oxidative stress status
T T Myöhänen et al.
British journal of pharmacology, 166(3), 1097-1113 (2012-01-12)
The aggregation of α-synuclein is connected to the pathology of Parkinson's disease and prolyl oligopeptidase (PREP) accelerates the aggregation of α-synuclein in vitro. The aim of this study was to investigate the effects of a PREP inhibitor, KYP-2047, on α-synuclein
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