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A6469

Sigma-Aldrich

Apelin-13 trifluoroacetate salt

≥95%

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

Quality Level

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)

Amino Acid Sequence

Gln-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro-Phe

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

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.
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.

Other Notes

Lyophilized from 0.1% TFA in H2O

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Apelin protects against myocardial ischemic injury by inhibiting dynamin-related protein 1
Xu W, et al.
Oncotarget, 8(59), 100034-100034 (2017)
Apelin in disease
Antushevich H and Wojcik M
Clinica Chimica Acta; International Journal of Clinical Chemistry (2018)
Jiming Yin et al.
Cell death & disease, 9(10), 1031-1031 (2018-10-12)
The epithelial-mesenchymal transition (EMT) of podocytes had been reported to be involved in the glomerular fibrosis in diabetic kidney diseases, which was regulated by TGFβ and NFκB pathways. And apelin, an adipokine which is upregulated in diabetic kidney diseases, was
M X Zou et al.
FEBS letters, 473(1), 15-18 (2000-05-10)
The orphan G protein-coupled receptor APJ has been shown to be a coreceptor for human and simian immunodeficiency virus (HIV and SIV) strains. We have determined that some HIV and SIV strains use APJ as a coreceptor to infect the
B A Puffer et al.
Virology, 276(2), 435-444 (2000-10-21)
APJ is a seven transmembrane domain G-protein-coupled receptor that functions as a coreceptor for some primate immunodeficiency virus strains. The in vivo significance of APJ coreceptor function remains to be elucidated, however, due to the lack of an antibody that

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