Title:
DEUTERATED PHOSPHOLIPID AND METHOD FOR PRODUCING SAME
Document Type and Number:
WIPO Patent Application WO/2019/135386
Kind Code:
A1
Abstract:
The present invention provides a novel deuterated phospholipid and a method for producing same. The synthetic deuterated phospholipid according to the present invention can be used to address problems in the field. Antiphospholipid antibody syndrome has a clinical problem regarding the difficulty in establishing a detection standard thereof, due to the diversity in antiphospholipid antibodies. The present invention also provides a diagnostic agent which can facilitate such detection. The present invention is also applicable to measurement of degradation of food by tracking changes in the phospholipid of the present invention added to food.
Inventors:
BABA NAOMICHI (JP)
MISAWA YOSHIHISA (JP)
TSUSHIMA TADAHIRO (JP)
MISAWA YOSHIHISA (JP)
TSUSHIMA TADAHIRO (JP)
Application Number:
PCT/JP2018/048187
Publication Date:
July 11, 2019
Filing Date:
December 27, 2018
Export Citation:
Assignee:
BIZEN CHEMICAL CO LTD (JP)
International Classes:
C07F9/10; A61K31/685; A61P3/00; A61P3/04; A61P3/06; A61P3/10; A61P9/10; A61P19/02; A61P25/28; A61P29/00; A61P31/04; A61P35/00; C12P7/64; C07B59/00
Foreign References:
| JP2007143479A | 2007-06-14 | |||
| JPS61129191A | 1986-06-17 |
Other References:
CABOT, M. C. ET AL.: "Vasopressin, phorbol diesters and serum elicit choline glycerophospholipid hydrolysis and diacylglycerol formation in nontransformed cells: transformed derivatives do not respond", BIOCHIMICA ET BIOPHYSICA ACTA , LIPIDS AND LIPID METABOLISM, vol. 959, no. 1, 1988, pages 46 - 57, XP024553595, doi:10.1016/0005-2760(88)90148-8
AYANOGLU, E. ET AL.: "Mass spectrometry of phospholipids. Some applications of desorption chemical ionization and fast atom bombardment", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 106, no. 18, 1 September 1984 (1984-09-01), pages 5246 - 51, XP055619648
LIN, S. ET AL.: "Syntheses of 1,2-di-O-palmitoyl- sn-glycero-3-phosphocholine (DPPC) and analogs with 13C- and 2H-labeled choline head groups", CHEMISTRY AND PHYSICS OF LIPIDS, vol. 86, no. 2, 1997, pages 171 - 181, XP055016886, doi:10.1016/S0009-3084(97)02672-8
BABA, N. ET AL.: "A regioselective, stereoselective synthesis of a diacylglycerophosphocholine hydroperoxide by use of lipoxygenase and lipase", JOURNAL OF THE CHEMICAL SOCIETY, CHEMICAL COMMUNICATIONS, no. 18, 1990, pages 1281 - 1282, XP055619651
BABA, N. ET AL.: "Chemoenzymic synthesis of phospholipid hydroperoxides", SCIENTIFIC REPORTS OF THE FACULTY OF AGRICULTURE- OKAYAMA UNIVERSITY, vol. 99, 2010, pages 71 - 84, XP055619654
ARNOLD, D. ET AL.: "Syntheses of choline phosphatides. III. Synthesis of lysolecithins and their ether analogs", JUSTUS LIEBIGS ANNALEN DER CHEMIE, vol. 709, no. 1, 18 December 1967 (1967-12-18), pages 234 - 239
CHUDINOV, M. V. ET AL.: "Synthesis of phosphatidy lcholines with selective deuterium labels", BIOORGANICHESKAYA KHIMIYA, vol. 19, no. 2, 1993, pages 250 - 61, XP055619656
YAMANAKA, T. ET AL.: "Surface chemical properties of homologs and analogs of lysophosphatidylcholine and lysophosphatidylethanolamine in water", CHEMISTRY AND PHYSICS OF LIPIDS, vol. 90, no. 1 , 2, November 1997 (1997-11-01), pages 97 - 107, XP055619657
AYANOGLU, E. ET AL.: "Mass spectrometry of phospholipids. Some applications of desorption chemical ionization and fast atom bombardment", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 106, no. 18, 1 September 1984 (1984-09-01), pages 5246 - 51, XP055619648
LIN, S. ET AL.: "Syntheses of 1,2-di-O-palmitoyl- sn-glycero-3-phosphocholine (DPPC) and analogs with 13C- and 2H-labeled choline head groups", CHEMISTRY AND PHYSICS OF LIPIDS, vol. 86, no. 2, 1997, pages 171 - 181, XP055016886, doi:10.1016/S0009-3084(97)02672-8
BABA, N. ET AL.: "A regioselective, stereoselective synthesis of a diacylglycerophosphocholine hydroperoxide by use of lipoxygenase and lipase", JOURNAL OF THE CHEMICAL SOCIETY, CHEMICAL COMMUNICATIONS, no. 18, 1990, pages 1281 - 1282, XP055619651
BABA, N. ET AL.: "Chemoenzymic synthesis of phospholipid hydroperoxides", SCIENTIFIC REPORTS OF THE FACULTY OF AGRICULTURE- OKAYAMA UNIVERSITY, vol. 99, 2010, pages 71 - 84, XP055619654
ARNOLD, D. ET AL.: "Syntheses of choline phosphatides. III. Synthesis of lysolecithins and their ether analogs", JUSTUS LIEBIGS ANNALEN DER CHEMIE, vol. 709, no. 1, 18 December 1967 (1967-12-18), pages 234 - 239
CHUDINOV, M. V. ET AL.: "Synthesis of phosphatidy lcholines with selective deuterium labels", BIOORGANICHESKAYA KHIMIYA, vol. 19, no. 2, 1993, pages 250 - 61, XP055619656
YAMANAKA, T. ET AL.: "Surface chemical properties of homologs and analogs of lysophosphatidylcholine and lysophosphatidylethanolamine in water", CHEMISTRY AND PHYSICS OF LIPIDS, vol. 90, no. 1 , 2, November 1997 (1997-11-01), pages 97 - 107, XP055619657
Attorney, Agent or Firm:
YAMAMOTO Shusaku et al. (JP)
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