Hydrochloric Acid → Nicotinamide adenine dinucleotide biotin

HRID 414159

反応式

HRID 414159 の反応式
[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]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 849981-Cyclohexyl-3-(2-morpholinoethyl)carbodiimideHCID 171548Biotin2 回HCID 191523Nicotinamide-6(2-aminoethylamino)purine dinucleotide

生成物 1

HCID 131711938Nicotinamide adenine dinucleotide biotin

試薬・触媒・溶媒 3

HCID 14798Sodium Hydroxide触媒HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-8289a0765432432a886ef8a7ed271183
出典データセット
uspto-grants-1988_12
特許番号
US04791055

関連ノート

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