Biosynthesis of rare hexoses using microorganisms and related enzymes

Zijie Li, Yahui Gao, Hideki Nakanishi, Xiaodong Gao and Li Cai
Beilstein J. Org. Chem. 2013, 9, 2434–2445. https://doi.org/10.3762/bjoc.9.281

Cite the Following Article

Biosynthesis of rare hexoses using microorganisms and related enzymes
Zijie Li, Yahui Gao, Hideki Nakanishi, Xiaodong Gao and Li Cai
Beilstein J. Org. Chem. 2013, 9, 2434–2445. https://doi.org/10.3762/bjoc.9.281

How to Cite

Li, Z.; Gao, Y.; Nakanishi, H.; Gao, X.; Cai, L. Beilstein J. Org. Chem. 2013, 9, 2434–2445. doi:10.3762/bjoc.9.281

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  • LEE YOUNG MI; LEE SEUNG BIN; KIM SEONG BO; LEE JI HYUN; CHO SEUNG HYUN; PARK SEUNG WON; CHANG JIN SOOK. NOVEL PROMOTER AND USE THEREOF. EP 3508580 A4, March 18, 2020.
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  • KIM YANG HEE; YANG SUNG JAE; LEE YOUNG MI; PARK IL HYANG; KIM SEONG BO; CHO HYUN KUG; PARK SEUNG WON. Composition for preparing tagatose and method for preparing tagatose from fructose. US 10544438 B2, Jan 28, 2020.
  • WICHELECKI DANIEL JOSEPH. Enzymatic production of D-tagatose. US 10533202 B2, Jan 14, 2020.
  • VENKITASUBRAMANIAN PADMESH. FRUCTOSE TO ALLULOSE CONVERSION. EP 3274451 A4, Dec 5, 2018.
  • WICHELECKI DANIEL JOSEPH. Enzymatic production of D-tagatose. US 10138506 B2, Nov 27, 2018.
  • キム ヤンヒ; ヤン スンジェ; イ ヨンミ; パク イルヒャン; キム ソンボ; チョ ヒュンクグ; パク スンウォン. タガトース製造用の組成物とフルクトースからタガトースを製造する方法. JP 2017531438 A, Oct 26, 2017.
  • WICHELECKI DANIEL JOSEPH; ZHANG YI HENG PERCIVAL. ENZYMATIC SYNTHESIS OF D-TAGATOSE. WO 2017059278 A1, April 6, 2017.
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