Reaction equation
N[C@@H:2]([C:4]([OH:6])=[O:5])[CH3:3].C(N[C@@H](C(O)=O)C)(=O)CC[CH2:10][CH2:11][C@H:12]1[C@@H:20]2[C@@H:15]([NH:16][C:17]([NH:19]2)=[O:18])[CH2:14][S:13]1.Cl.CN(C)CCCN=C=NCC.ON1C(=O)CCC1=O.[CH2:48]1[N:59]([CH2:60][C:61]([OH:63])=[O:62])[CH2:58][CH2:57][N:56]([CH2:64][C:65]([OH:67])=[O:66])[CH2:55][CH2:54][N:53]([CH2:68][C:69]([OH:71])=[O:70])[CH2:52][CH2:51][N:50]([CH2:72][C:73]([OH:75])=[O:74])[CH2:49]1.NC1C=CC=CC=1>>[CH2:49]1[N:50]([CH2:72][C:73]([OH:75])=[O:74])[CH2:51][CH2:52][N:53]([CH2:68][C:69]([OH:71])=[O:70])[CH2:54][CH2:55][N:56]([CH2:64][C:65]([OH:67])=[O:66])[CH2:57][CH2:58][N:59]([CH2:60][C:61]([OH:63])=[O:62])[CH2:48]1.[OH:6][C:4]([CH2:2][CH2:3][CH2:10][CH2:11][C@H:12]1[C@@H:20]2[C@@H:15]([NH:16][C:17]([NH:19]2)=[O:18])[CH2:14][S:13]1)=[O:5]Participants
6
Procedure
The D-alanine-linked conjugate was prepared by first coupling D-alanine (Sigma Chemical Co.) to biotin-NHS ester. The resultant biotinyl-D-alanine was then activated with 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride (EDCI) and N-hydroxysuccinimide (NHS). This NHS ester was reacted in situ with DOTA-aniline to give the desired product which was purified by preparative HPLC.
Sources & evidence
- ORD record
- ord-394a9cef44a645b19fb3a225578207dd
- Source dataset
- uspto-grants-1997_04
- Patent number
- US05624896
Linked notes
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