CAS: 3615-17-6; N-((2S,3R,4S,5R)-3,4,5,6-Tetrahydroxy-1-Oxohexan-2-yl)Acetamide

该化合物是一种单沙酸衍生物,是硅酸生物合成中的一个关键前体,在细胞识别和信号中起着关键作用.该化合物在血液生物学研究中广泛使用,特别是在分析途径和玻璃合成的研究中.其高纯度和稳定性使其适合酶和化学应用,包括生产硅酸晶体. ManNAc还因其在代谢工程和治疗开发(如调节免疫反应)方面的潜力而受到调查,其明确界定的结构和与生物系统的兼容性确保了活体和活体研究的可靠性能.

结构式图片

上下游产品

CAS号110-86-1 吡啶 | CAS号7512-17-6 N-乙酰-D-氨基葡萄糖 | CAS号373-02-4 醋酸镍 | CAS号131-48-6 N-乙酰神经氨酸 | CAS号3063-71-6 唾液

合成工艺路线路线简述

    📜N-Acetyl Neuraminic Acid置于1,4-Dihydronicotinamide Adenine Dinucleotide,Aldolase体系中,用90%的收率获得产物n-乙酰-D-甘露糖胺
    参考文献:Chemoenzymatic Synthesis Of The 9-Deoxy-9-Fluoro-[3-13C]-Neuac-α-(2->6)-[u-13C]-Gal-β-Sequence On An Intact Glycoprotein
    标题:Chemoenzymatic Synthesis Of The 9-Deoxy-9-Fluoro-[3-13C]-Neuac-α-(2->6)-[u-13C]-Gal-β-Sequence On An Intact Glycoprotein
    摘要:
    DOI:10.1021/ja982950E

    海关参考信息

    专利信息


    专利号:US-9512420-B2
    优先权日:2013-10-16
    标题:Use of N-acetylneuraminic acid aldolase in catalytic synthesis of N-acetylneuraminic acid
    发明人:XIE JINGJING; JI WENYAN; YING HANJIE; Sun wujin; GUO TING; CHEN YONG; CHEN XIAOCHUN; WU JINGLAN
    权利人:NANJING UNIV OF TECH; NANJING UNIVERSITY OF TECHNOLOGY
    摘要:It discloses a use of N-acetylneuraminic acid aldolase with an amino acid sequence as shown in SEQ ID NO: 2 in catalytic synthesis of N-acetylneuraminic acid. The preparation of N-acetylneuraminic acid is to use the N-acetylneuraminic acid aldolase with the amino acid sequence as shown in SEQ ID NO: 2 as a catalyst, and N-acetylmannosamine and pyruvic acid as substrates.

    专利号:US-6440703-B1
    优先权日:1997-12-01
    标 题 :Enzymatic synthesis of gangliosides
    发明人:DEFREES SHAWN
    权利人:NEOSE TECHNOLOGIES INC
    摘要:This invention provides methods for practical in vitro synthesis of gangliosides and other glycolipids. The synthetic methods typically involve enzymatic synthesis, or a combination of enzymatic and chemical synthesis. One or more of the enzymatic steps is preferably carried out in the presence of an organic solvent.

    专利号:US-5374541-A
    优先权日:1993-05-04
    标 题 :Combined use of β-galactosidase and sialyltransferase coupled with in situ regeneration of CMP-sialic acid for one pot synthesis of oligosaccharides
    发明人:WONG CHI-HUEY; GAETA FEDERICO C A
    权利人:SCRIPPS RESEARCH INST; CYTEL CORP
    摘要:A single reaction vessel process for the synthesis of a sialylated galactoside is disclosed. The synthesis utilizes a β-galactosidase to catalyze the reaction of a galactose-containing substrate and an acceptor to form a new galactosyl glycoside that is then sialylated using a cyclic multienzyme synthesis system to form CMP-sialic acid that sialylates the formed galactosyl glycoside in the presence of an α-sialyltransferase. The value of K m /V max for the formed galactosyl glycoside as a substrate for the α-sialyltransferase is less than one-third the K m /V max value for the galactose-containing substrate for that α-sialyltransferase.

    专利号:WO-9216541-A1
    优先权日:1991-03-12
    标 题 :Synthesis of sialic acid and synthetic intermediate therefor
    发明人:SHIBA TETSUO; TESHIMA TADASHI; YAMAMOTO TOSHIHIRO
    权利人:KANTO ISHI PHARMA CO LTD
    摘要:An efficient synthesis of sialic acid (N-acetylneuramic acid) useful as the starting material of medicines, a synthetic intermediate therefor, isosialic acid as an isomer of sialic acid, synthesis thereof, and a synthetic intermediate therefor. Sialic acid is synthesized from D-glucose and oxaloacetic acid through the intermediates (Ia) and (IIIa), while isosialic acid represented by formula (IV) is synthesized from an isomer of the intermediate (Ia).

    专利号:US-10005807-B2
    优先权日:2013-04-12
    标题 :Synthesis of sialylated/fucosylated human milk oligosaccharides
    发明人:CHASSAGNE PIERRE; KHANZHIN NIKOLAY; HEDEROS MARKUS JONDELIUS; CHAMPION ELISE; MATWIEJUK MARTIN; DEKANY GYULA
    权利人:GLYCOM AS
    摘要:An achemo-enzymatic synthesis of oligosaccharides of formula 1 is presented wherein R is selected from —OH, —N 3 and —OR 6 wherein R 6 is selected from allyl optionally substituted by one or more methyl, propargyl optionally substituted by one or more methyl, 2-trimethylsilyl-ethyl, —(CH 2) n —NH 2 and —(CH 2) n —N 3 wherein integer n is to 10, preferably 2 or 3, R is selected from sialyl moiety, —SO 3 H and —CH(R)—COOH wherein R is selected from H, alkyl and benzyl, R 2 is selected from H and fucosyl, R 3 is selected from H and sialyl, R 4 is selected from H and fucosyl, provided that at least one of R 3 and R 4 is H, and A is a divalent carbohydrate linker, having important biological activities and significant commercial value for the pharmaceutical and food industry.

    专利号:WO-2024165611-A1
    优先权日:2023-02-07
    标题:Production of a disaccharide and/or milk oligosaccharide by a cell with reduced synthesis of udp-glcnac
    发明人:BEAUPREZ JOERI; DECOENE THOMAS; VERCAUTEREN ANNELIES
    权利人:INBIOSE NV
    摘要:The present invention is in the technical field of synthetic biology, metabolic engineering and cell cultivation. The invention provides a cell for production of a disaccharide and/or an oligosaccharide like a milk oligosaccharide wherein synthesis of UDP-N-acetylglucosamine in said cell is rendered less functional. The invention further provides use of said cell in a cultivation or incubation. The invention also describes methods for the production of a disaccharide and/or an oligosaccharide like a milk oligosaccharide using said cell as well as the purification of said disaccharide and/or oligosaccharide like a milk oligosaccharide.

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Shi Y, Xu X, Fang M, Zhang M, Li Y, Gillespie B, Yorke S, Yang N, McKew JC, Gahl WA, Huizing M, Carrillo-Carrasco N, Wang AQ. Quantitative hydrophilic interaction chromatography-mass spectrometry analysis of N-acetylneuraminic acid and N-acetylmannosamine in human plasma. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Sep 1;1000:105-11. doi: 10.1016/j.jchromb.2015.07.018.
    2: Kuwahara M, Ito K, Hayakawa K, Yagi S, Shiota K. N-Acetylmannosamine improves sleep-wake quality in middle-aged mice: relevance to autonomic nervous function. Auton Neurosci. 2015 Jan;187:56-62. doi: 10.1016/j.autneu.2014.11.005. doi: 10.1074/jbc.M114.608398.
    4: Liu N, Wang ZK, Wang HX, Li Y, Niu ZH, Yu XF. Muscle biopsy and UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinase gene mutation analysis in two Chinese patients with distal myopathy with rimmed vacuoles. Neuroreport. 2015 Jul 8;26(10):598-601. doi: 10.1097/WNR.0000000000000396. doi: 10.1107/S2053230X14007171.

    合成参考文献


    摘要:Patel, R. N., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 3, 429.
    参考文献:10.1007/s00204-004-0574-z
    摘要:Yoon JH, Brooks RL, Zhao JZ, Isaacs D, Halper J. The effects of enrofloxacin on decorin and glycosaminoglycans in avian tendon cell cultures. Arch Toxicol. 2004 Oct;78(10):599–608. doi: 10.1007/s00204-004-0574-z.
    参考文献:10.1007/s00467-012-2376-5
    摘要:Simic I, Tabatabaeifar M, Schaefer F. Animal models of nephrotic syndrome. Pediatr Nephrol. 2013 Nov;28(11):2079–88. doi: 10.1007/s00467-012-2376-5.
    参考文献:10.1007/s12253-012-9577-x
    摘要:Lu Y, Sun G, Liu G, Shi Y, Han Y, Yu F, Xiang X, Li W, Xiao H, Liu X, Li S. Clinical Significance of Mannose-Binding Lectin Expression in Thyroid Carcinoma Tissues. Pathology & Oncology Research. 2012 Dec 19;19(2):259–66. doi: 10.1007/s12253-012-9577-x.
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