SML2084

[Pyr1]-Apelin-13 trifluoroacetate salt

≥96% (HPLC), APJ agonist, powder

• Synonym(s): 5-Oxo-L-prolyl-L-arginyl-L-prolyl-L-arginyl-L-leucyl-L-seryl-L-histidyl-L-lysylglycyl-L-prolyl-L-methionyl-L-prolyl-L-phenylalanine TFA, Pyroglutamated apelin-13, Pyroglutaminated apelin-13, Pyroglutamyl apelin-13, [Glp1]-Apelin-13, [Pyr-1]-apelin-13, [Pyr]-apelin-13, [pGlu1]-apelin-13, pERPRLSHKGPMPF TFA, pGlu-Arg-Pro-Arg-Leu-Ser-His-Lys-Gly-Pro-Met-Pro-Phe, TFA
• Empirical Formula (Hill Notation): C₆₉H₁₀₈N₂₂O₁₆S · xC₂HF₃O₂
• CAS Number: 217082-60-5
• Molecular Weight: 1533.80 (free base basis)
• UNSPSC Code: 51111800
• NACRES: NA.77
• Assay: ≥96% (HPLC)
• Form: powder

Properties

• Product Name: [Pyr1]-Apelin-13 trifluoroacetate salt, ≥96% (HPLC)
• assay: ≥96% (HPLC)
• form: powder
• color: white to beige
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: S(CC[C@H](NC(=O)[C@H]3N(CCC3)C(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]5N(CCC5)C(=O)[C@@H](NC(=O)[C@H]6NC(=O)CC6)CCCN\C(=N/[H])\N)CCCN\C(=N/[H])\N)CC(C)C)CO)Cc4nc[nH]c4)CCCCN)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](Cc2ccccc
• InChI: 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(94)89-28-11-19-51(89)62(101)84-46(24-31-108-3)66(105)91-30-13-21-53(91)64(103)87-49(67(106)107)33-40-14-5-4-6-15-40/h4-6,14-15,35,38-39,42-53,92H,7-13,16-34,36-37,70H2,1-3H3,(H,75,79)(H,78,95)(H,80,93)(H,81,99)(H,82,102)(H,83,97)(H,84,101)(H,85,96)(H,86,100)(H,87,103)(H,88,98)(H,106,107)(H4,71,72,76)(H4,73,74,77)/t42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-/m0/s1
• InChI key: GGMAXEWLXWJGSF-PEWBXTNBSA-N

Description

Biochem/physiol Actions

(Pyr1)-Apelin-13, the major apelin form in human plasma and heart, corresponds to Apelin-13 with posttranslationally modified pyroglutamyl (pGlu, pE) at the N-terminus instead of glutamine (Gln, Q). (Pyr1)-Apelin-13 exhibits higher APJ agonist potency than Apelin-13 (EC50 = 0.30 vs. 0.37 nM, respectively; acidification induction in human APJ-expresing CHO cell cultures). (Pyr1)-Apelin-13 is reactive toward human, murine, rat, and bovine species, and widely used for studyinhg APJ-mediated cellular and physiological functions both in cultures and in animals in vivo (via intraperitoneal, intravenous, intrathecal injection).

Posttranslationally modified pyroglutamyl (pGlu) form of Apelin-13 with higher APJ agonist potency and stability.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable