Hydrochloric Acid → Nicotinamide adenine dinucleotide biotin

HRID 1249140

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HRID 1249140 반응식
[OH:1][C:2]([CH2:4][CH2:5][CH2:6][CH2:7][C@H:8]1[C@@H:16]2[C@@H:11]([NH:12][C:13]([NH:15]2)=[O:14])[CH2:10][S:9]1)=[O:3].[CH:17]1[CH:22]=[N+:21]([C@@H:23]2[O:27][C@H:26]([CH2:28][O:29][P:30]([O:33][P:34]([O:37][CH2:38][C@H:39]3[O:43][C@@H:42]([N:44]4[C:48]5[N:49]=[CH:50][N:51]=[C:52]([NH:53]CCN)[C:47]=5[N:46]=[CH:45]4)[C@H:41]([OH:57])[C@@H:40]3[OH:58])([OH:36])=[O:35])([OH:32])=[O:31])[C@@H:25]([OH:59])[C@H:24]2[O-:60])[CH:20]=[C:19]([C:61]([NH2:63])=[O:62])[CH:18]=1.C1(N=C=NCCN2CCOCC2)CCCCC1.Cl>O.[OH-].[Na+].CC(C)=O>[CH:17]1[CH:22]=[N+:21]([C@@H:23]2[O:27][C@H:26]([CH2:28][O:29][P:30]([O:33][P:34]([O:37][CH2:38][C@H:39]3[O:43][C@@H:42]([N:44]4[C:48]5[N:49]=[CH:50][N:51]=[C:52]([NH2:53])[C:47]=5[N:46]=[CH:45]4)[C@H:41]([OH:57])[C@@H:40]3[OH:58])([OH:36])=[O:35])([O-:32])=[O:31])[C@@H:25]([OH:59])[C@H:24]2[OH:60])[CH:20]=[C:19]([C:61]([NH2:63])=[O:62])[CH:18]=1.[OH:3][C:2]([CH2:4][CH2:5][CH2:6][CH2:7][C@H:8]1[C@@H:16]2[C@@H:11]([NH:12][C:13]([NH:15]2)=[O:14])[CH2:10][S:9]1)=[O:1]

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 849981-Cyclohexyl-3-(2-morpholinoethyl)carbodiimideHCID 171548Biotin2회HCID 191523Nicotinamide-6(2-aminoethylamino)purine dinucleotide

생성물 1

HCID 131711938Nicotinamide adenine dinucleotide biotin

시약·촉매·용매 3

HCID 14798Sodium Hydroxide촉매HCID 180Acetone용매HCID 962Water용매

실험 절차

A 16 mg quantity of biotin was suspended in 1 ml of water containing 22 mg of nicotinamide 6-(2-aminoethylamino)purine dinucleotide prepared as in Example 1. A few drops of 0.1N sodium hydroxide was added to aid dissolution of the biotin. A 240 mg quantity of 1-cyclohexyl-3-(2-morpholinoethyl)-carbodiimide metho-p-tolulene sulfonate was added to the resulting solution and brought into solution by dropwise addition of 0.1N hydrochloric acid. The reaction mixture was allowed to incubate at room temperature for 5 hours and was then poured into 10 ml of acetone at -10° C. The oil which formed was separated, washed twice with from 5 to 10 ml of ether and dissolved in from 1 to 2 ml of water. The resulting material was purified by electrophoresis on paper as in Example 1. Two fluorescent bands appeared after spraying with sodium cyanide, one having migrated toward the cathode and the other toward the anode. The latter band, which contained the NAD-biotin conjugate, was eluted with water and stored at -20° C.

후처리

  1. customThe oil which formed
  2. customwas separated
  3. washwashed twice with from 5 to 10 ml of ether
  4. dissolutiondissolved in from 1 to 2 ml of water
  5. customThe resulting material was purified by electrophoresis on paper as in Example 1
  6. washwas eluted with water
  7. customstored at -20° C.

출처 및 근거

ORD 기록
ord-c8fe7b9dd8624d89a77fd675b4c5dd24
출처 데이터셋
uspto-grants-1986_12
특허 번호
US04629688

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