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Merck

A6469

Apelin-13 trifluoroacetate salt

≥95%, APJ receptor agonist, powder

Synonym(s):

Prepro-65-77-Apelin

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About This Item

Empirical Formula (Hill Notation):
C69H111N23O16S · C2F3O2
Molecular Weight:
1663.84
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32
Assay:
≥95%
Form:
powder
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Product Name

Apelin-13 trifluoroacetate salt, ≥95%

Quality Segment

assay

≥95%

form

powder

UniProt accession no.

storage temp.

−20°C

SMILES string

OC(=O)C(F)(F)F.CSCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc2cnc[nH]2)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H]3CCCN3C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](N)CCC(N)=O)C(=O)N4CCC[C@H]4C(=O)N[C@@H](Cc5ccccc5)C(O)=O

InChI

1S/C69H111N23O16S.C2HF3O2/c1-39(2)32-47(86-58(98)44(17-9-26-78-68(73)74)83-63(103)52-20-12-29-91(52)65(105)45(18-10-27-79-69(75)76)84-56(96)42(71)22-23-54(72)94)59(99)89-50(37-93)61(101)87-48(34-41-35-77-38-81-41)60(100)82-43(16-7-8-25-70)57(97)80-36-55(95)90-28-11-19-51(90)62(102)85-46(24-31-109-3)66(106)92-30-13-21-53(92)64(104)88-49(67(107)108)33-40-14-5-4-6-15-40;3-2(4,5)1(6)7/h4-6,14-15,35,38-39,42-53,93H,7-13,16-34,36-37,70-71H2,1-3H3,(H2,72,94)(H,77,81)(H,80,97)(H,82,100)(H,83,103)(H,84,96)(H,85,102)(H,86,98)(H,87,101)(H,88,104)(H,89,99)(H,107,108)(H4,73,74,78)(H4,75,76,79);(H,6,7)/t42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-;/m0./s1

InChI key

IUOVYCLNUOUEHV-PDGAQFIRSA-N

Gene Information

human ... APLN(8862)

General description

Apelin is a regulatory peptide and a ligand of the APJ receptor. It is a member of the G protein-coupled receptor family. Apelin and APJ are broadly dispersed in the body.

Application

Apelin-13 trifluoroacetate salt has been used to determine whether apelin promotes progression of diabetic nephropathy (DN) by inducing podocyte dysfunction. It has also been used to examine the effects of apelin on myocardial infarction (MI) injury and underlying mechanisms.

Biochem/physiol Actions

Synthetic endogenous peptide agonist for the human APJ receptor, a putative receptor protein related to the angiotensin receptor (AT1). This peptide exerted an acidification-rate-promoting activity in CHO cells expressing the APJ receptor with a median effective concentration (EC50) value of 0.37 nM. Blocks HIV-1 and HIV-2 entry into cells expressing the APJ receptor.
Apelin plays physiological roles in the cytoprotection of many internal organs. It is used to treat insulin resistance and hypertension, but it may also can act as a negative factor. Apelin also regulates cardiovascular diseases.

Other Notes

Lyophilized from 0.1% TFA in H2O


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Global Trade Item Number

SKUGTIN
A6469-1MG04061826149331