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[ CAS No. 22054-13-3 ] {[proInfo.proName]}

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Chemical Structure| 22054-13-3
Chemical Structure| 22054-13-3
Structure of 22054-13-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 22054-13-3 ]

CAS No. :22054-13-3 MDL No. :N/A
Formula : C7H14O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 130.18 Pubchem ID :-
Synonyms :

Safety of [ 22054-13-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 22054-13-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 22054-13-3 ]

[ 22054-13-3 ] Synthesis Path-Downstream   1~8

  • 3
  • [ 22054-13-3 ]
  • [ 108-24-7 ]
  • [ 29425-54-5 ]
YieldReaction ConditionsOperation in experiment
55% With dmap In pyridine for 1.5h; Ambient temperature;
  • 4
  • [ 533-87-9 ]
  • [ 22054-13-3 ]
  • [ 2553-17-5 ]
  • 5
  • [ 22054-13-3 ]
  • [ 14959-86-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: NaH / dimethylsulfoxide; tetrahydrofuran 2: 49 percent / pyridine
  • 6
  • [ 533-87-9 ]
  • [ 22054-13-3 ]
  • [ 2553-17-5 ]
  • 7
  • [ 3710-42-7 ]
  • [ 22054-13-3 ]
YieldReaction ConditionsOperation in experiment
With mycobacterium marinum carboxylate reductase; ATP; NADPH; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid; at 20℃; for 0.333333h;Enzymatic reaction;Catalytic behavior; A nucleotide sequence encoding a His-tag was added to the nucleic acids from Mycobacterium marinum, Mycobacterium smegmatis, Segniliparus rugosus, Mycobacterium smegmatis, Mycobacterium massiliense, and Segniliparus rotundus that encode the carboxylate reductases of SEQ ID NOs: 2-6 and 29, respectively (GenBank Accession Nos. ACC40567.1, ABK71854.1, EFV11917.1, EIV11143.1, ADG98140.1, and ABK75684.1, respectively) (see FIG. 6) such that N-terminal HIS tagged carboxylate reductases could be produced. Each of the modified genes was cloned into a pET Duet expression vector alongside a sfp gene encoding a His-tagged phosphopantetheine transferase from Bacillus subtilis, both under control of the T7 promoter. Each expression vector was transformed into a BL21 [DE3] E. coli host along with the expression vectors from Example 3. Each resulting recombinant E. coli strain was cultivated at 37C in a 250mL shake flask culture containing 50 mL LB media and antibiotic selection pressure, with shaking at 230 rpm. Each culture was induced overnight at 37C using an auto-induction media. The pellet from each induced shake flask culture was harvested via centrifugation. Each pellet was resuspended and lysed via sonication. The cell debris was separated from the supernatant via centrifugation. The carboxylate reductases and phosphopantetheine transferase were purified from the supernatant using Ni- affinity chromatography, diluted 10-fold into 50 mM HEPES buffer (pH = 7.5) and concentrated via ultrafiltration. Enzyme activity (i.e., 7 -hydroxy heptanoate to 7 -hydroxy heptanal) assays were performed in triplicate in a buffer composed of a final concentration of 50 mM HEPES buffer (pH = 7.5), 2 mM 7-hydroxyheptanal, 10 mM MgCh, 1 mM ATP, and 1 mM NADPH. Each enzyme activity assay reaction was initiated by adding purified carboxylate reductase and phosphopantetheine transferase or the empty vector control to the assay buffer containing the 7-hydroxyheptanoate and then incubated at room temperature for 20 min. The consumption of NADPH was monitored by absorbance at 340 nm. Each enzyme only control without 7-hydroxyheptanoate demonstrated low base line consumption of NADPH. See FIG. 7. The gene products of SEQ ID NO 2 - 6 and 29, enhanced by the gene product of sfp, accepted 7-hydroxyheptanoate as substrate as confirmed against the empty vector control (see FIG. 9), and synthesized 7-hydroxyheptanal.
  • 8
  • [ 22054-13-3 ]
  • [ 1560-54-9 ]
  • [ 172917-60-1 ]
YieldReaction ConditionsOperation in experiment
83.6% Stage #1: allyltriphenylphosphonium bromide With dibenzo-18-crown-6; potassium carbonate In benzene for 1h; Reflux; Stage #2: 7-hydroxyheptanal In benzene for 14h; Reflux; 2.2 Synthesis of Z7, 9-decadien-1-ol To a 250 mL standard mill mouth jar fitted with a constant pressure dropping funnel and a reflux condenser, allyl triphenyl phosphonium bromide (7. 7 g, 25.41 mmol) and 92.4 mL of anhydrous benzene were added and milled (0. 08 g, 0.22 mmol) was stirred at room temperature for 60 min, and the mixture was heated under reflux with a solution of 7-hydroxy-1 (3.31g, 25.46-0.1) was added dropwise to the flask, and the reaction mixture was heated to reflux for 14h. The reaction mixture was cooled to room temperature to terminate the reaction. The reaction mixture was transferred to a separatory funnel and washed with brine 3 And the organic phase was extracted three times with petroleum ether and dried over anhydrous sodium sulfate for 12 hours. After evaporation of the solvent, 2.88 g of Z7, 9-decadien-1-ol was obtained with a purity of 96.1% 83.6%.
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