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Key Documents

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:
Pricing and availability is not currently available.

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

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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
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
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
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
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

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