2-Trans,6-trans,10-trans-geranylgeranyl diphosphate(3-) → Stemod-13(17)-ene

HRID 1172036ノート

反応式

HRID 1172036 の反応式
O([CH2:10]/[CH:11]=[C:12](/[CH2:14][CH2:15]/[CH:16]=[C:17](\[CH3:29])/[CH2:18][CH2:19]/[CH:20]=[C:21](/[CH2:23][CH2:24][CH:25]=[C:26]([CH3:28])[CH3:27])\[CH3:22])\[CH3:13])P(OP([O-])([O-])=O)(=O)[O-].CC1[C@H]2C[C@]3(CC2)[C@@H](CC[C@H]2C(C)(C)CCC[C@@]23C)C=1>CCCCC>[CH3:22][C@@:21]12[C@:16]34[CH2:15][C@H:14]([CH2:29][C@@H:17]3[CH2:18][CH2:19][C@H:20]1[C:26]([CH3:28])([CH3:27])[CH2:25][CH2:24][CH2:23]2)[C:12](=[CH2:13])[CH2:11][CH2:10]4

参加物

4

反応物 2

HCID 54971052-Trans,6-trans,10-trans-geranylgeranyl diphosphate(3-)HCID 15161496Stemar-13-ene

生成物 1

HCID 24798689Stemod-13(17)-ene収率 85%

試薬・触媒・溶媒 1

HCID 8003Pentane溶媒

実験手順

Chemicals. The preparations of (E,E,E)-geranylgeranyl diphosphate (GGPP), and ent- and syn-copalyl diphosphate (CPP), and syn-stemarene have been previously described. (Mohan et al. 1996). Stemodene standards were derived from a 1.5:1 mixture (ca. 5 mg) of synthetic racemic exo- and endo-stemodenes, kindly provided by Jim White. (White et al. 1994). This was fractionated by flash chromatography on a silica gel column (1 cm×10 cm) using pentane and the later eluting fractions (enriched for the exo isomer) were pooled and concentrated under nitrogen to yield ˜2 mg exo-stemodene (˜85% purity by GC analysis). Unless otherwise noted, chemicals were purchased from Fisher Scientific (Loughborough, Leicestershire, UK) and molecular biology reagents from Invitrogen (Carlsbad, Calif., USA).

後処理

  1. customkindly provided by Jim White
  2. washthe later eluting fractions (
  3. concentrationconcentrated under nitrogen

出典と根拠

ORDレコード
ord-8176d06d5b934868a41922c3b6d98eb9
出典データセット
uspto-grants-2010_11
特許番号
US07833748B1

反応ノート

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