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Merck
CN

A6433

Sigma-Aldrich

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:
Molecular Weight:
487.50
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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Assay

≥97% (HPLC)

form

powder

color

white

UniProt accession no.

storage temp.

−20°C

SMILES string

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

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)

InChI key

HJDRXEQUFWLOGJ-UHFFFAOYSA-N

Gene Information

human ... GCG(2641)

Amino Acid Sequence

Ac-Ser-Asp-Lys-Pro

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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
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
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
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
Wei-Qiang Tan et al.
British journal of pharmacology, 175(22), 4239-4252 (2018-08-29)
Angiotensin-converting enzyme (ACE), an important part of the renin-angiotensin system, is implicated in stimulating the fibrotic processes in the heart, lung, liver and kidney, while an ACE inhibitor (ACEI) promotes physiological tissue repair in these organs. The mechanism is closely

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