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Merck
CN

A6433

Acetyl-Ser-Asp-Lys-Pro

≥97% (HPLC)

Synonym(s):

AcSDKP, Acetyl-SDKP

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About This Item

Empirical Formula (Hill Notation):
C20H33N5O9
CAS Number:
127103-11-1
Molecular Weight:
487.50
UNSPSC Code:
12352200
PubChem Substance ID:
24891089
MDL number:
MFCD00076849

Key Documents

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InChI

1S/C20H33N5O9/c1-11(27)22-14(10-26)18(31)24-13(9-16(28)29)17(30)23-12(5-2-3-7-21)19(32)25-8-4-6-15(25)20(33)34/h12-15,26H,2-10,21H2,1H3,(H,22,27)(H,23,30)(H,24,31)(H,28,29)(H,33,34)

SMILES string

CC(=O)NC(CO)C(=O)NC(CC(O)=O)C(=O)NC(CCCCN)C(=O)N1CCCC1C(O)=O

InChI key

HJDRXEQUFWLOGJ-UHFFFAOYSA-N

assay

≥97% (HPLC)

form

powder

color

white

UniProt accession no.

P01275

storage temp.

−20°C

Gene Information

human ... GCG(2641)

Biochem/physiol Actions

Acetyl Ser-Asp-Lys-Pro is formed in bone marrow cells by enzymatic processing of thymosin β4. It inhibits the entry of pluripotent hemopoietic stem cells into S-phase of the cell cycle and protects against Ara-C lethality in mice. It is a specific substrate for the N-terminal active site of angiotensin converting enzyme, which is responsible for its degradation in vivo.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
110M1875
060M1477
030M1375
068K1580
048K1233

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C S Anthony et al.
Current medicinal chemistry, 19(6), 845-855 (2012-01-05)
Cardiovascular disease (CVD) is responsible for ∼27% of deaths worldwide, with 80% of these occuring in developing countries. Hypertension is one of the most important treatable factors in the prevention of CVD. Angiotensin-I converting enzyme (ACE) is a two-domain dipeptidylcarboxypeptidase
Mingao Wang et al.
International journal of molecular medicine, 26(6), 795-801 (2010-11-03)
It has been reported that N-acetyl-seryl-aspartyl-lysyl-proline (Ac-SDKP) attenuates renal and cardiac inflammation as well as fibrosis in hypertensive rats. In this study, we investigated these effects using a unilateral ureteral obstruction (UUO) model. Eighteen male Wistar rats were randomly divided
Jian-Miao Liu et al.
Annals of the New York Academy of Sciences, 1194, 53-59 (2010-06-12)
The natural tetrapeptide acetyl-ser-asp-lys-pro (AcSDKP) is formed in vivo by enzymatic cleavage of the N terminus of thymosin beta4 by prolyl oligopeptidase (POP). Recently, AcSDKP was shown to promote angiogenesis. Because of the critical role of neovascularization in cancer development
Hongmei Peng et al.
American journal of physiology. Heart and circulatory physiology, 298(5), H1357-H1364 (2010-02-16)
N-acetyl-seryl-aspartyl-lysyl-proline (Ac-SDKP) inhibits collagen production and cell proliferation in cultured rat cardiac fibroblasts, but its effect on differentiation of fibroblasts into myofibroblasts is not known. High amounts of transforming growth factor-beta1 (TGF-beta1) have been found in fibrotic cardiac tissue. TGF-beta1
Yuan-Wen Chen et al.
Journal of hepatology, 53(3), 528-536 (2010-07-22)
N-acetyl-seryl-aspartyl-lysyl-proline (AcSDKP) is an endogenous tetrapeptide which has antifibrogenic effects at physiological concentrations in various tissues. AcSDKP is produced locally in the liver, however, little is known about its biological effect in this organ. We hypothesize that basal levels of
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