HCID 90470557, compound → HCID 54758642, compound

HRID 355626Notes

Reaction equation

HRID 355626 reaction equation
C1O[C@H]2[C@@H](O)[C@H]([O:9][C@@H:10]3[C@@H:15]([OH:16])[C@H:14]([O:17][C@H:18]4[C@@H:22]5[C@@H:23]([OH:59])[C@H:24]([O:26][C@@H:27]6[C@@H:32]([OH:33])[C@H:31]([O:34][C@H:35]7[C@@H:39]8[C@@H:40]([OH:55])[C@H:41]([O:43][C@@H:44]9[C@@H:49]([OH:50])[CH:48]([OH:51])[O:47][C@H:46]([CH2:52][OH:53])[C@@H:45]9[OH:54])[O:42][C@H:36]7[CH2:37][O:38]8)[O:30][C@H:29]([CH2:56][OH:57])[C@@H:28]6[OH:58])[O:25][C@H:19]4[CH2:20][O:21]5)[O:13][C@H:12]([CH2:60][OH:61])[C@@H:11]3[OH:62])O[C@@H]1[C@H]2O>P([O-])([O-])([O-])=O>[CH2:20]1[O:21][C@H:22]2[C@H:23]([OH:59])[C@H:24]([O:26][C@@H:27]3[C@@H:32]([OH:33])[C@H:31]([O:34][C@H:35]4[C@@H:39]5[C@H:40]([OH:55])[C@H:41]([O:43][C@@H:44]6[C@@H:49]([OH:50])[C@H:48]([OH:51])[O:47][C@H:46]([CH2:52][OH:53])[C@@H:45]6[OH:54])[O:42][C@H:36]4[CH2:37][O:38]5)[O:30][C@H:29]([CH2:56][OH:57])[C@@H:28]3[OH:58])[O:25][C@@H:19]1[C@H:18]2[O:17][C@@H:14]1[O:13][C@H:12]([CH2:60][OH:61])[C@H:11]([OH:62])[C@H:10]([OH:9])[C@H:15]1[OH:16]

Participants

3

Reactant 1

HCID 90470557HCID 90470557, compound

Product 1

HCID 54758642HCID 54758642, compound

Reagents, catalysts & solvents 1

HCID 1061PhosphateSolvent2×

Procedure

An amount of 30 mg of neoagarohexaose was dissolved in 10 ml of phosphate buffer of pH 7.8. Into this solution, a solution of 0.1 ml of phosphate buffer (pH 7.8) which dissolved 1.5 U of α-NAOS hydrolase isolated and purified from Vibrio sp. JT0107-L4 was added. The resultant solution was incubated at 30° C. for 5 hours; thereby, neoagarohexaose was decomposed. The reaction solution was applied to an activated carbon column (5 mmφ×50 mm), which was then washed with 1 ml of water and 1 ml of 10% ethanol followed by elution with 3 ml of 30% ethanol. The solvents of the 30% ethanol fraction were removed by distillation using a rotary evaporator. Thereafter, freeze-drying was applied and the weight was determined; the weight was 13.5 mg. This reaction product was analyzed by thin layer chromatography; thereby, a substance of Rf=0.21 (developing solvent; butanol:ethanol:water=3:1:1) was confirmed. In addition, the mass number of the reaction product was determined using a fast atom bombardment mass spectrometer and found to be 792. From these facts, the substance was identified as agaropentaose. The yield of the resulting agaropentaose was calculated as 80%. The structure of agaropentaose is shown below. ##STR3##

Workup

  1. customhydrolase isolated
  2. custompurified from Vibrio sp
  3. additionJT0107-L4 was added
  4. washwas then washed with 1 ml of water and 1 ml of 10% ethanol
  5. washfollowed by elution with 3 ml of 30% ethanol
  6. customThe solvents of the 30% ethanol fraction were removed by distillation
  7. customa rotary evaporator
  8. customThereafter, freeze-drying

Sources & evidence

ORD record
ord-ae4039f53be844dd9d07f48dc14c65b3
Source dataset
uspto-grants-1998_11
Patent number
US05834257

Reaction notes

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