Losartan → Losartan Ang-(1-7) Arginine

HRID 241528

Reaction equation

HRID 241528 reaction equation
[CH3:1][CH2:2][C@@H:3]([C@H:5]([NH:26][C:27]([C@@H:29]([NH:38][C:39]([C@@H:41]([NH:45][C:46]([C@@H:48]([NH:56][C:57]([C@@H:59]([NH2:64])[CH2:60][C:61]([OH:63])=[O:62])=[O:58])[CH2:49][CH2:50][CH2:51][N:52]=[C:53]([NH2:55])[NH2:54])=[O:47])[CH:42]([CH3:44])[CH3:43])=[O:40])[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=1)=[O:28])[C:6]([NH:8][C@H:9]([C:16]([N:18]1[C@H:22]([C:23]([OH:25])=[O:24])[CH2:21][CH2:20][CH2:19]1)=[O:17])[CH2:10][C:11]1[NH:15][CH:14]=[N:13][CH:12]=1)=[O:7])[CH3:4].[NH2:65][C@H:66]([C:74]([OH:76])=[O:75])[CH2:67][CH2:68][CH2:69][NH:70][C:71](=[NH:73])[NH2:72].[CH3:77][CH2:78][CH2:79][CH2:80][C:81]1[N:85]([CH2:86][C:87]2[CH:88]=[CH:89][C:90]([C:93]3[CH:94]=[CH:95][CH:96]=[CH:97][C:98]=3[C:99]3[N:103]=[N:102][NH:101][N:100]=3)=[CH:91][CH:92]=2)[C:84]([CH2:104][OH:105])=[C:83]([Cl:106])[N:82]=1>O>[CH3:77][CH2:78][CH2:79][CH2:80][C:81]1[N:85]([CH2:86][C:87]2[CH:92]=[CH:91][C:90]([C:93]3[CH:94]=[CH:95][CH:96]=[CH:97][C:98]=3[C:99]3[N:103]=[N:102][NH:101][N:100]=3)=[CH:89][CH:88]=2)[C:84]([CH2:104][OH:105])=[C:83]([Cl:106])[N:82]=1.[CH3:1][CH2:2][C@@H:3]([C@H:5]([NH:26][C:27]([C@@H:29]([NH:38][C:39]([C@@H:41]([NH:45][C:46]([C@@H:48]([NH:56][C:57]([C@@H:59]([NH2:64])[CH2:60][C:61]([OH:63])=[O:62])=[O:58])[CH2:49][CH2:50][CH2:51][N:52]=[C:53]([NH2:55])[NH2:54])=[O:47])[CH:42]([CH3:44])[CH3:43])=[O:40])[CH2:30][C:31]1[CH:32]=[CH:33][C:34]([OH:37])=[CH:35][CH:36]=1)=[O:28])[C:6]([NH:8][C@H:9]([C:16]([N:18]1[C@H:22]([C:23]([OH:25])=[O:24])[CH2:21][CH2:20][CH2:19]1)=[O:17])[CH2:10][C:11]1[NH:15][CH:14]=[N:13][CH:12]=1)=[O:7])[CH3:4].[NH2:65][C@H:66]([C:74]([OH:76])=[O:75])[CH2:67][CH2:68][CH2:69][NH:70][C:71](=[NH:72])[NH2:73]

Participants

5

Reactant 3

HCID 3961LosartanHCID 123805Angiotensin-(1-7)2×HCID 178418600HCID 178418600, compound3×

Product 1

HCID 178441682Losartan Ang-(1-7) Arginine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

The Ang-(1-7) losartanate compound (PID) was weighed and placed in a beaker to which a few milliliters of Milli-Q water were added. Since this compound is insoluble in water a turbid solution was observed having suspended particles. L-arginine was added to the solution under agitation, at a molar ratio of 4:1:1 (L-arginine:Losartan:Angiotensin-(1-7)), and a total clearing of the solution was observed, which indicated the solubility of the compound after the interaction with L-arginine. The final solution was placed in eppendorf tubes and frozen in liquid nitrogen, being submitted to the lyophilization process for 24 hours. The compound was called PAD and was submitted to physicochemical characterization.

Workup

  1. additionwere added
  2. temperaturefrozen in liquid nitrogen

Sources & evidence

ORD record
ord-75fe930b28d34ffb8011e18951ae6050
Source dataset
uspto-grants-2014_02
Patent number
US08653031B2

Linked notes

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