(Glp1)-Apelin-13

Cayman Chemical Item Number 15590

(pGlu1)Apelin-13; Pyr-Apelin-13; (Pyr1)Apelin-13 (CAS 217082-60-5)

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Description

The apelin gene encodes a pre-proprotein that is processed to generate bioactive peptides consisting of 36, 17, or 13 amino acids: apelin-36 (Item No. 13524), apelin-17, and apelin-13 (Item No. 13523), respectively. Apelin-13 is an endogenous ligand of the APJ receptor, activating this G protein-coupled receptor with an EC50 value of 0.37 nM.1,2 (Glp1)-Apelin-13 is a pyroglutamylated form of apelin-13, in that the N-terminal glutamine residue is cyclized to pyroglutamic acid. Like apelin-13, this compound is a potent APJ receptor agonist (EC50 = 0.30 nM).1 (Glp1)-Apelin-13 is the major apelin isoform in the plasma of healthy human subjects.3 It can have vasoconstrictor and antipyretic effects in vitro and in vivo.4,5,6

1. Tatemoto, K., Hosoya, M., Habata, Y., et al. Isolation and characterizaton of a novel endogenous peptide ligand for the human APJ receptor. Biochem Biophys Res Commun 251 471-476 (1998).

2. Lee, D.K., Cheng, R., Nguyen, T., et al. Characterization of apelin, the ligand for the APJ receptor. J Neurochem 74 34-41 (2000).

3. Zhen, E.Y., Higgs, R.E., and Gutierrez, J.A. Pyroglutamyl apelin-13 identified as the major apelin isoform in human plasma. Anal Biochem 442(1) 1-9 (2013).

4. Katugampola, S.D., Maguire, J.J., Matthewson, S.R., et al. [125I]-(Pyr1)Apelin-13 is a novel radioligand for localizing the APJ orphan receptor in human and rat tissues with evidence for a vasoconstrictor role in man. Br J Pharmacol 132(6) 1255-1260 (2001).

5. Kagiyama, S., Fukuhara, M., Matsumura, K., et al. Central and peripheral cardiovascular actions of apelin in conscious rats. Regul Pept 125(1-3) 55-59 (2005).

6. Hatzelmann, T., Harden, L.M., Roth, J., et al. Antipyretic effect of central [Pyr1]apelin13 on LPS-induced fever in the rat. Regul Pept 184 6-13 (2013).

Synonyms
  • (pGlu1)Apelin-13
  • Pyr-Apelin-13
  • (Pyr1)Apelin-13
CAS Number 217082-60-5
Formula Weight 1533.8
Formulation A white to off-white solid
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(N(CCC1)​[C@@H]​1C(N[C@@H]​(CCCNC(N)​=N)​C(N[C@@H]​(CC(C)​C)​C(N[C@@H]​(CO)​C(N[C@H]​(C(N[C@@H]​(CCCCN)​C(NCC(N(CCC2)​[C@@H]​2C(N[C@@H]​(CCSC)​C(N(CCC3)​[C@@H]​3C(N[C@H]​(C(O)​=O)​CC4=CC=CC=C4)​=O)​=O)​=O)​=O)​=O)​=O)​CC5=CNC=N5)​=O)​=O)​=O)​=O)​[C@H]​(CCCNC(N)​=N)​NC([C@@H]​(N6)​CCC6=
InCHI Code
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​1S/C69H108N22O16S/c1-39(2)​32-47(85-57(96)​43(17-9-26-76-68(71)​72)​82-63(102)​52-20-12-29-90(52)​65(104)​45(18-10-27-77-69(73)​74)​83-58(97)​44-22-23-54(93)​80-44)​59(98)​88-50(37-92)​61(100)​86-48(34-41-35-75-38-79-41)​60(99)​81-42(16-7-8-25-70)​56(95)​78-36-55
InCHI Key
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GGMAXEWLXWJGSF-PEWBXTNBSA-N

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Size Price Quantity Subtotal
1 mg $109.00 $0.00
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Pricing updated 2015-05-29. Prices are subject to change without notice.

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Related Products

Apelin-13
Apelin-36
ML-233

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