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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
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assay

≥97% (HPLC)

form

powder

color

white

UniProt accession no.

P01275

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)

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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Kenneth E Bernstein et al.
Current opinion in pharmacology, 11(2), 105-111 (2010-12-07)
Angiotensin-converting enzyme (ACE) can cleave angiotensin I, bradykinin, neurotensin and many other peptide substrates in vitro. In part, this is due to the structure of ACE, a protein composed of two independent catalytic domains. Until very recently, little was known
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
Nour-Eddine Rhaleb et al.
Journal of hypertension, 29(2), 330-338 (2010-11-06)
Hypertension-induced renal injury is characterized by inflammation, fibrosis and proteinuria. Previous studies have demonstrated that N-acetyl-Ser-Asp-Lys-Pro (Ac-SDKP) inhibits renal damage following diabetes mellitus and antiglomerular basement membrane nephritis. However, its effects on low-renin hypertensive nephropathy are not known. Thus, we
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
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