Angiotensin I

Base Information

• Chemical Name: Angiotensin I
• CAS No.: 484-42-4
• Molecular Formula: C62H89N17O14
• Molecular Weight: 1296.49
• DSSTox Substance ID: DTXSID80866222
• Nikkaji Number: J38.546H
• Wikidata: Q539799
• Metabolomics Workbench ID: 70072
• ChEMBL ID: CHEMBL262670
• Mol file: 484-42-4.mol

Synonyms:Angiotensin I

Chemical Property of Angiotensin I

Chemical Property:

• Refractive Index: 1.667
• PKA: 3.27±0.10(Predicted)
• PSA: 493.22000
• Density: 1.43 g/cm³
• LogP: 3.83280
• Storage Temp.: -15°C
• Solubility.: ≥129.6 mg/mL in DMSO; ≥124.2 mg/mL in H2O; ≥9.16 mg/mL in EtOH
• Water Solubility.: Soluble to 1 mg/ml in water.
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 16
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 37
• Exact Mass: 1295.67749058
• Heavy Atom Count: 93
• Complexity: 2550

Purity/Quality:

98%,99%, ^*data from raw suppliers

AngiotensinI(human,mouse,rat) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C)C(C(=O)NC(CC1=CN=CN1)C(=O)N2CCCC2C(=O)NC(CC3=CC=CC=C3)C(=O)NC(CC4=CN=CN4)C(=O)NC(CC(C)C)C(=O)O)NC(=O)C(CC5=CC=C(C=C5)O)NC(=O)C(C(C)C)NC(=O)C(CCCN=C(N)N)NC(=O)C(CC(=O)O)N
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CC1=CN=CN1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N[C@@H](CC4=CN=CN4)C(=O)N[C@@H](CC(C)C)C(=O)O)NC(=O)[C@H](CC5=CC=C(C=C5)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(=O)O)N
• Uses: Angiotensin I (human) stimulates the release of aldosterone, another hormone, from the adrenal cortex. It acts as a precursor to angiotensin II. It acts as endogenous peptide substrate for angiotensin converting enzyme (ACE), precursor to the vasoconstrictor peptide angiotensin II

Technology Process of Angiotensin I

There total 8 articles about Angiotensin I which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.7%

→ glp-Leu-Trp-Pro-Arg-Pro-Gln-Ile-Pro-Pro-OH + angiotensin I (484-42-4)

Guidance literature:

Reference yield: 44.8%

→ angiotensin I (484-42-4)

Guidance literature:

Reference yield:

Fmoc-Val-OH (68858-20-8) + Fmoc-Leu-OH (35661-60-0) + N-Fmoc-Tyr-OH (112883-29-1,92954-90-0) + Fmoc-Pro-OH (71989-31-6) + N-Fmoc L-Phe (35661-40-6) + N-α-9-fluorenylmethoxycarbonyl-aspartic acid (136083-57-3,136083-73-3,119062-05-4) + Fmoc-Ile-OH (71989-23-6,251316-98-0) + Fmoc-L-Arg-OH (91000-69-0,130752-32-8) + (9-fluorenylmethoxycarbonyl)-L-histidine (116611-64-4) → angiotensin I (484-42-4)

Guidance literature:

Fmoc-Leu-OH; With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; at 20 ℃; for 0.25h; Rink-Amide Tentagel resin

With piperidine; In N,N-dimethyl-formamide; Rink-Amide Tentagel resin

Fmoc-Val-OH; N-Fmoc-Tyr-OH; Fmoc-Pro-OH; N-Fmoc L-Phe; N-α-9-fluorenylmethoxycarbonyl-aspartic acid; Fmoc-Ile-OH; Fmoc-L-Arg-OH; (9-fluorenylmethoxycarbonyl)-L-histidine; Further stages;

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

t-Boc-L-valine

N-(tert-butyloxycarbonyl)-L-isoleucine

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

L-valine

L-Aspartic acid

L-arginine

L-leucine

Refernces

• 1、 Merlino, Francesco,Tomassi, Stefano,Yousif, Ali M.,Messere, Anna,Marinelli, Luciana,Grieco, Paolo,Novellino, Ettore,Cosconati, Sandro,Di Maro, Salvatore. "Boosting Fmoc Solid-Phase Peptide Synthesis by Ultrasonication". supporting information. p. 6378 - 6382. Retrieved 2019/09/06.
• 2、 Nakaie, Clovis R.,Oliveira, Eliandre,Vicente, Eduardo F.,Jubilut, Guita N.,Souza, Sinval E.G.,Marchetto, Reinaldo,Cilli, Eduardo M.. "Solid-phase peptide synthesis in highly loaded conditions". experimental part. p. 101 - 109. Retrieved 2011/06/25.