HCID 178476261, compound → HCID 178476260, compound

HRID 14344Notes

Reaction equation

HRID 14344 reaction equation
[CH3:1][CH:2]([CH2:4][C@H:5]([NH:31][C:32]([CH2:34][NH:35][C:36]([C@@H:38]([NH:47][C:48]([C@@H:50]([NH:53][C:54]([C@@H:56]([NH:67][C:68]([C@@H:70]([NH:77][C:78]([C@H:80]1[NH:85][C:83](=[O:84])[CH2:82][CH2:81]1)=[O:79])[CH2:71][C:72]1[NH:76][CH:75]=[N:74][CH:73]=1)=[O:69])[CH2:57][C:58]1[C:62]2[CH:63]=[CH:64][CH:65]=[CH:66][C:61]=2[NH:60][CH:59]=1)=[O:55])[CH2:51][OH:52])=[O:49])[CH2:39][C:40]1[CH:41]=[CH:42][C:43]([OH:46])=[CH:44][CH:45]=1)=[O:37])=[O:33])[C:6]([NH:8][C@H:9]([C:17]([N:19]1[C@H:23]([C:24]([NH:26][CH2:27][C:28]([NH2:30])=[O:29])=[O:25])[CH2:22][CH2:21][CH2:20]1)=[O:18])[CH2:10][CH2:11][CH2:12][NH:13][C:14]([NH2:16])=[NH:15])=[O:7])[CH3:3].[CH3:86][C:87]([OH:89])=[O:88].NCC(N[C@H](C(O)=O)CS)=O>O>[CH3:3][CH:2]([CH2:4][C@H:5]([NH:31][C:32]([CH2:34][NH:35][C:36]([C@@H:38]([NH:47][C:48]([C@@H:50]([NH:53][C:54]([C@@H:56]([NH:67][C:68]([C@@H:70]([NH:77][C:78]([C@H:80]1[NH:85][C:83](=[O:84])[CH2:82][CH2:81]1)=[O:79])[CH2:71][C:72]1[NH:76][CH:75]=[N:74][CH:73]=1)=[O:69])[CH2:57][C:58]1[C:62]2[CH:63]=[CH:64][CH:65]=[CH:66][C:61]=2[NH:60][CH:59]=1)=[O:55])[CH2:51][OH:52])=[O:49])[CH2:39][C:40]1[CH:41]=[CH:42][C:43]([OH:46])=[CH:44][CH:45]=1)=[O:37])=[O:33])[C:6]([NH:8][C@H:9]([C:17]([N:19]1[C@H:23]([C:24]([NH:26][CH2:27][C:28]([NH2:30])=[O:29])=[O:25])[CH2:22][CH2:21][CH2:20]1)=[O:18])[CH2:10][CH2:11][CH2:12][NH:13][C:14]([NH2:16])=[NH:15])=[O:7])[CH3:1].[CH3:86][C:87]([OH:89])=[O:88]

Participants

3

Reactant 1

HCID 178476261HCID 178476261, compound

Product 1

HCID 178476260HCID 178476260, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Six mg of the GnRH-Gly-Cys hapten (containing an free SH on one end) is dissolved in 1 ml of H2O. The dissolved hapten is added to the activated KLH and allowed to react for 2 hours at room temperature and then overnight in the refrigerator. The KLH-hapten conjugate is immediately purified by applying the reaction mixture to a desalting column. (Sephadex G-25). The conjugate protein should come off on the void volume (first peak, fractions 4-6) as measure by absorbance at 280 nm. There should be a drop in absorbance after fraction 6 and rise in absorbance in fractions 7 or 8 as the excess hapten comes off. A small amount of excess hapten does not cause problem in a prime dose but could neutralize antibody in a boost dose if it is present in large excess. The GnRH/KLH conjugate may be frozen or lyophilized or used in the present form.

Workup

  1. additioncontaining an free SH on one end)
  2. additionThe dissolved hapten is added to the activated KLH
  3. customto react for 2 hours at room temperature
  4. customovernight
  5. customThe KLH-hapten conjugate is immediately purified
  6. temperatureThe GnRH/KLH conjugate may be frozen

Sources & evidence

ORD record
ord-2d2981e0a166410dbf5d3f4dd745d44d
Source dataset
uspto-grants-2010_06
Patent number
US07731939B2

Reaction notes

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