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關于不同結構類型糖類物質的熒光標記策略-西安齊岳生物

時間:2019-02-28 11:19:08       瀏覽:358

關于不同結構類型糖類物質的熒光標記策略-西安齊岳生物


為闡明糖鏈結構與功能的關系,尋找高靈敏度和高分離度的微量分析方法對糖類物質的分析至關重要. 近幾年來,熒光標記方法作為糖類物質的色譜定量及輔助結構分析的選擇,日益受到人們的廣泛關注.熒光標記法分為柱前標記和柱后標記兩種,且靈敏度高、分離度好、有多種標記試劑可供選擇. 本文根據不同糖類物質的結構特點,分別對中性糖和氨基糖以及含有唾液酸、糖醛酸、硫酸基的酸性糖的熒光標記方法及其應用進行了系統的綜述,并對近年來報道的熒光標記試劑的特點和反應機理進行了比較和總結,以期為糖類物質微量分析方法的研究提供參考.

關鍵詞中性糖; 氨基糖; 唾液酸; 糖醛酸; 熒光標記

 

1 The fluorescence labeling of neutral sugars

 

As the most popular method for neutralsugarsthe labelingreaction which targets the lone electronpair of amino groups of reducing sugarsis effective for the labeling to the carbon of carbonyl groups ( Fig. 1) The common fluorescence labels are2-aminopyridineaminobenzeneaminonaphthalene sulfonic acidisomers and hydrazines

 

2 The fluorescence labeling of amino sugars

The amino sugars have been extensivelypresent in plants and animals The amino groups or acetyl amino groups in sugars provide theopportunity for coupling reactions to form derivatives

 

A novel sensitive fluorescent label of9-fluorenylmethoxy chloroformate ( Fmoc-Cl) can readily

react with amino groups in sugars Fmoc sugar derivatives have aunique configuration ( i e β-form) at the reducing endand have no isomers which complicatethe chromatograms The reactionis fast and the derivatives are stable The Fmoc derivatization method is five times more sensitivity than2-AA derivatization method under the same conditions33].Fmoc-Cl was introduced to determinate the glucosamine sulfate inhuman plasmathe limit ofdetection was 15

ng /mL in HPLC with a C18 column34]. Fmocderivatized glycans could be easily recovered as free glycansrecoverable for functional studies in mild conditions with 20% piperidine inDMF at room temperaturel35]. Therecovery of free reducing oligosaccharides can be completed by incubationwithmorpholine in DMF33]. As Fmoc-Clcan also react with amino groups of peptide the analysis of oligosaccharides may be interfered with peptides

3 The fluorescence labeling of acidicsugars

3. 1 Acidic sugars including sialic acid

The most significant feature of the sialylatedglycans is their instabilitywhere sialic acids ( SA)

would be destructed or released fromsialylated glycans during MS procedures The key advantage of this derivatization method is that thereaction conditions are mild For incidence in the labeling of sialooligosaccharides with 2-AB the sialic acid was observed withno loss at 37 for 16 hourshoweversignificant loss of sialic acidscan be observed at 65 for 2 hours

 

12-Diamino-45-methylenedioxybenzene ( DMB)possess significant advantages in itsspecific reactivity with the α-keto acids of sialic acids ( Fig. 3 ) The derivatives showed strongfluorescence at 448 nm when excited at 373 nm Its application has been successfully in determining theN-acetylneuraminic acid ( Neu5Ac ) of human apoE by HPLC withNpropionylneuraminic acid as an internal standard45].

 

The Neu5Ac and N-glycolylneuraminic acid (Neu5Gc) released from glycoproteins and glycolipids with DMB labeling weresuccessfully separated on Zorbax SB-Aq columns and the limit of detection was15. 6 pg for Neu5Ac and 5. 4 pg for Neu5Gc In addition the DMB reagent was found to be stable for up to 1 year at 20 ℃[46]. This methodcan be used for the labeling of Streptococcus suis type 1 1 /2 4 capsular polysaccharidesand the ratio of sialic acid content T1T1 /2T14 was 1 2. 7 0. 2 ( basedon our experimental data)

 

西安齊岳生物科技有限公司是國內較大的糖類衍生物,我們常年銷售上百種糖化學衍生物試劑我們有氨基炔烴 醛基 疊氮和熒光標記的各種結構的半乳糖 甘露糖葡萄糖 纖維二糖 艾杜糖苷 殼聚二糖 巖藻糖 龍膽三糖 麥芽糖等不同產品。

 

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產品列表:

2-氟代-2-脫氧-1,3,5--O-乙酰基-α-D-呋喃阿拉伯糖444586-86-1

L-巖藻糖       2438-80-4

熒光素-β-D-吡喃半乳糖苷 102286-67-9

熒光素--β-D-吡喃半乳糖苷   17817-20-8

熒光素--β-D-吡喃葡萄糖苷   129787-66-2

熒光素--β-D-吡喃葡萄糖醛酸甲酯      

熒光素--2-乙酰氨基-2-脫氧-β-D-吡喃葡萄糖苷 

6--3-吲哚基-β-D-吡喃半乳糖苷                         207727-11-5

D-果糖-16-二磷酸三鈉鹽                                    81028-91-3

十七烷基-2-乙酰氨基-2-脫氧-β-D-吡喃葡糖苷      262856-90-6

十七烷基-2,3,4,6---乙酰基-β-D-吡喃氨基葡萄糖苷      

七烷基-2-乙酰氨基-2-脫氧-β-D-吡喃葡糖苷   20818-25-1

七烷基-2,3,4,6---乙酰基-β-D-吡喃氨基葡萄糖苷   115431-24-8

庚烷基-β-D-吡喃葡萄糖苷               78617-12-6

庚烷基-β-D-硫代吡喃葡萄糖苷        85618-20-8

十六烷基-2-乙酰氨基-2-脫氧-β-D-吡喃葡糖苷      115414-49-8

十六烷基-2,3,4,6---乙酰基-β-D-吡喃氨基葡萄糖苷              115414-47-6

十六烷基-β-D-吡喃葡糖苷

十六烷基-β-D-麥芽糖苷    98064-96-1

己基-2-乙酰氨基-2-脫氧-β-D-吡喃葡糖苷      190912-49-3

己基-2,3,4,6---乙酰基-β-D-吡喃葡萄糖苷       172945-26-5

己基-β-D-吡喃葡糖苷 59080-45-4

己基-β-D-麥芽糖苷    870287-95-9

己基-β-D-硫代吡喃葡萄糖苷    85618-19-5

4-甲基-6-十六酰氨基香豆素-β-D-吡喃半乳糖苷    94452-17-2

8-羥基喹啉基-β-D-吡喃半乳糖苷     113079-84-8

8-羥基喹啉基-β-D-吡喃葡萄糖苷     29266-96-4

8-羥基喹啉基-β-D-吡喃葡萄糖醛酸鈉鹽 207728-71-0

異丙基-2-乙酰氨基-3,4,6--O-乙酰基-2-脫氧-β-D-吡喃葡萄糖苷      7772-85-2

1,2-O-異亞丙基-α-D-呋喃葡萄糖苷  18549-40-1

 

烯丙基-2,3--O-芐基-a-D-吡喃葡萄糖苷

烯丙基-2,3--O-芐基-β-D-吡喃葡萄糖苷     

烯丙基-D-葡萄糖醛酸鹽     

2-乙酰胺基-3,4,6--O-乙酰基-2-脫氧-b-D-吡喃葡萄糖 三氯乙酰亞胺酯  

4-氨基苯基-β-D-吡喃半乳糖苷 5094-33-7

4-氨基苯基-β-D-吡喃葡萄糖苷 20818-25-1

4-氨基苯基-β-D-吡喃巖藻糖苷 69936-58-9

5-乙酰氨基熒光素--β-D-半乳糖苷       216299-45-5

5--4--3-吲哚基基-α-D-唾液酸  

N-(12-氨十二酰基)-1-脫氧野尻霉素  885484-41-3

4-氨基苯基-α-D-吡喃葡萄糖苷 31302-52-0

4-氨基苯基-β-D-吡喃纖維二糖苷     42935-24-0

4-氨基苯基-β-D-吡喃乳糖苷     17691-02-0

對羥基苯基-β-D-吡喃葡萄糖苷 497-76-7

4-氨基苯基-1-硫代-β-D-半乳糖苷    29558-05-2

4,6-O-苯亞甲基-D-半乳糖   3006-41-5

4,6-O-苯亞甲基-D-葡萄糖   30688-66-5

芐基-2-乙酰氨基-2-脫氧-3,4,6--O-乙酰基-α-D-吡喃葡萄糖     

丁烷基-2-乙酰氨基-3,4,6--O-乙酰基-2-脫氧-β-D-吡喃葡萄糖  155197-37-8

丁烷基-2-乙酰氨基-2-脫氧-β-D-吡喃葡萄糖   25320-93-8

丁烷基-α-D--吡喃葡萄糖   25320-93-8

芐基-2,3,4,6--O-乙酰基-b-D-吡喃葡萄糖苷  

5--3-吲哚-β-D-吡喃半乳糖苷 97753-82-7

5--3-吲哚-磷酸酯對甲苯胺鹽  80008-69-1

5--4--3-吲哚-2-乙酰氨基-2-脫氧-α-D-吡喃半乳糖苷     210110-89-7

5--4--3-吲哚-2-乙酰氨基-2-脫氧-β-D-吡喃半乳糖苷     129572-48-1

5--4--3-吲哚-2-乙酰氨基-2-脫氧-β-D-吡喃半乳糖苷     129572-48-1

5--4--3-吲哚-α-L-吡喃巖藻糖苷       171869-92-4

 

5--4--3-吲哚-β-D-吡喃葡萄糖苷       15548-60-4

三水合5--4--3-吲哚-β-D-葡萄糖醛酸鈉鹽      129541-41-9

5--4--3-吲哚-β-D-吡喃葡萄糖苷醛酸環己銨鹽       114162-64-0

5--4--3-吲哚-α-D-麥芽三糖糖苷       341972-94-9

5--4--3-吲哚-β-D-纖維二糖糖苷       177966-52-8

5--4--3-吲哚-β-D-吡喃木糖苷   207606-55-1

5--6--3-吲哚-β-D-吡喃半乳糖苷       93863-88-8

5--6--3-吲哚-α-D-吡喃半乳糖苷       198402-60-7

5--6--3-吲哚-2-乙酰氨基-2-脫氧-α-D-吡喃葡萄糖苷    

5--6--3-吲哚-2-乙酰氨基-2-脫氧-β-D-吡喃葡萄糖苷     5609-91-6

5--6--3-吲哚-α-L-吡喃巖藻糖苷      

5--6--3-吲哚-α-D-吡喃葡萄糖苷      

5--6--3-吲哚-β-D-吡喃葡萄糖苷       93863-89-9

        

6--2-萘基 2-乙酰氨基-2-脫氧-β-D-吡喃葡萄糖苷     

6--2-萘基 α-D-吡喃半乳糖苷       25997-59-5

6--2-萘基 α-D-吡喃葡萄糖苷       25696-57-5

6--2-萘基 α-D-吡喃甘露糖苷       28541-84-6

6--2-萘基 β-D-吡喃半乳糖苷       15572-30-2

6--2-萘基 β-D-吡喃葡萄糖苷       15548-61-5

6--2-萘基 β-D-吡喃葡萄糖醛酸    22720-35-0

6--2-萘基 β-D-吡喃木糖苷    69594-75-8

5--4--3-吲哚基-α-D-吡喃葡萄糖苷   108789-36-2

5--4--3-吲哚基-α-D-吡喃甘露糖苷   125229-64-3

5--4--3-吲哚基-α-D-唾液酸甲酯      

5--4--3-吲哚基-α-D-唾液酸鈉鹽       160369-85-7

5--4--3-吲哚基-α-L-呋喃阿拉伯糖苷      

5--4--3-吲哚基-β-D-吡喃巖藻糖苷   17016-46-5

5--4--3-吲哚基-β-D-吡喃半乳糖苷   7240-90-6

5--3-吲哚基 正十酸酯     133950-71-7

 

5--3-吲哚基-β-D-吡喃糖醛酸環己銨鹽 18656-96-7

5--3-吲哚基-β-D-吡喃葡萄糖苷   

5--3-吲哚基-β-D-吡喃半乳糖苷-6-硫酸鈉鹽      

5--3-吲哚基-α-D-吡喃甘露糖苷   

5--3-吲哚基-α-D-吡喃半乳糖苷   

5--3-吲哚基 2-乙酰氨基-2-脫氧-β-D-吡喃葡萄糖苷  58225-98-2

5--4--3-吲哚基-α-D-吡喃木糖苷      

5--4--3-吲哚基-α-D-吡喃巖藻糖苷  

5--4--3-吲哚基-α-D-吡喃半乳糖苷   107021-38-5

5--4--3-吲哚基-β-D-吡喃半乳糖苷-6-硫酸     

5--4--3-吲哚基-β-D-葡萄糖醛酸鈉鹽       370100-64-4

5--4--3-吲哚基-β-D-吡喃甘露糖苷   129787-67-3

5--4--3-吲哚基-β-D-吡喃木糖苷       207606-55-1

5--4--3-吲哚基-β-L-吡喃巖藻糖苷    125328-84-9

5--4--3-吲哚基 正壬酸酯    133950-77-3

5--4--3-吲哚基 磷酸二鈉鹽 102185-33-1

5--4--3-吲哚磷酸酯 對甲苯銨鹽 1708-76-6

5--4--3-吲哚基 硫酸鉀鹽    6578-07-0

5--4--3-吲哚基-β-D-吡喃葡萄糖醛酸       144110-42-9

5--6--3-吲哚基-β-D-吡喃葡萄糖醛酸環己銨鹽       144110-43-0

5--6--3-吲哚基 磷酸對甲苯銨鹽 6769-80-8

5--4--3-吲哚辛酸酯     

2--4-硝基苯基-β-D-麥芽三糖糖苷 165522-16-7

6'-(O-羧甲基)-2',7'-二氯熒光素 3'-(O-(N-乙酰基-β-D-葡萄糖苷))      

3-羧基香豆素-β-D-吡喃葡萄糖醛酸 216672-17-2

3-羧基香豆素-β-D-吡喃半乳糖苷     64664-99-9

6--3-吲哚基-2-乙酰氨基-2-脫氧-β-D-吡喃半乳糖苷   501432-61-7

 

6--3-吲哚基-2-乙酰氨基-2-脫氧-β-D-吡喃葡萄糖苷   156117-44-1

6--3-吲哚基-α-D-吡喃半乳糖苷    198402-61-8

6--3-吲哚基-α-D-吡喃葡萄糖苷    467214-46-6

6--3-吲哚基-α-D-吡喃甘露糖苷    425427-88-9

6--3-吲哚基-β-D-吡喃纖維二糖苷 425427-87-8

4--3-吲哚基-β-D-吡喃半乳糖苷    135313-63-2

6--3-吲哚基-β-D-吡喃半乳糖苷    138182-21-5

6--3-吲哚基-β-D-吡喃葡萄糖苷    159954-28-6

6--3-吲哚基-β-D-吡喃葡萄糖醛酸環己銨鹽 138182-20-4

6--3-吲哚基-β-D-吡喃葡萄糖醛酸鈉鹽 216971-56-1

6--3-吲哚基 磷酸對甲苯銨鹽  159954-33-3

2--4-硝基苯基-2-乙酰氨基-2-脫氧-α-D-吡喃葡萄糖苷     

2--4-硝基苯基-2,3,4,6---乙酰基-α-D-吡喃葡萄糖苷   153823-58-6

2--4-硝基苯基-2,3,4,6---乙酰基-β-D-吡喃葡萄糖苷   35023-71-3

2--4-硝基苯基 α-D-吡喃巖藻糖苷      

2--4-硝基苯基-α-D-吡喃葡萄糖苷 119047-14-2

2--4-硝基苯基-α-D-吡喃麥芽三糖苷    118291-90-0

2--4-硝基苯基-α-L-吡喃巖藻糖苷 157843-41-9

2--4-硝基苯基-β-D-吡喃纖維二糖苷    135743-28-1

2--4-硝基苯基-β-D-吡喃半乳糖苷 123706-60-5

2--4-硝基苯基-β-D-吡喃乳糖苷    120583-41-7

2--4-硝基苯基-β-D-麥芽三糖糖苷 165522-16-7

4-氯甲基-68-二氟香豆素-β-D-吡喃半乳糖苷      215868-46-5

氯苯酚紅-β-D-吡喃半乳糖苷    99792-79-7

氯苯酚紅-β-D-吡喃半乳糖苷鈉鹽   

2-脫氧-D-葡萄糖   154-17-6

3-脫氧-D-葡萄糖   2490-91-7

1,2,;5,6--O-異亞丙基-a-D-呋喃阿洛糖  

2-脫氧-L-核糖       18546-37-7

十二烷基-2-乙酰氨基-2-脫氧-β-D-吡喃葡糖苷      147025-06-7

 

十烷基-2-乙酰氨基-2-脫氧-β-D-吡喃葡糖苷   147025-05-6

十烷基-2,3,4,6---乙酰基-β-D-吡喃氨基葡萄糖苷   135198-04-8

十烷基-a-D-麥芽糖苷   168037-12-5

十烷基-β-D-吡喃葡萄糖苷 58846-77-8

十烷基-b-D-麥芽糖苷   82494-09-5

十烷基-β-D-硫代吡喃葡萄糖苷 98854-16-1

十一烷基-β-D-硫代麥芽糖苷    14565-56-4

2,6-二甲基-4-庚基 -b-D-麥芽糖苷     869638-31-3

十二烷基-2,3,4,6---乙酰基-β-D-吡喃氨基葡萄糖苷       211567-22-5

十二烷基-a-D-吡喃葡萄糖苷      29980-16-3

十二烷基-a-D-麥芽糖苷      116183-64-3

十二烷基-β-D-吡喃葡萄糖苷    59122-55-3

十二烷基-β-D-麥芽糖苷    69227-93-6

十二烷基-β-D-硫代麥芽糖苷    148565-58-6

十二烷基-2-乙酰氨基-2-脫氧-β-D-吡喃葡萄糖苷   49810-41-5

十二烷基-β-D-吡喃半乳糖苷    2495-96-7

4-甲基-68-二氟香豆素-β-D-吡喃葡萄糖苷  351009-26-2

5-十二酰氨基熒光素--β-D-吡喃半乳糖苷    138777-25-0

乙基-2-乙酰氨基-3,4,6--O-乙酰基-2-脫氧-α-D-硫代葡萄糖苷  49810-41-5

乙基-2-乙酰氨基-3,4,6--O-乙酰基-2-脫氧-β-D-吡喃葡萄糖苷  76155-50-5

乙基-2-乙酰氨基-2-脫氧-β-D-吡喃葡萄糖苷   2495-96-7

乙基-2,3,4,6--O-乙酰基-α-D-硫代吡喃半乳糖苷 126187-25-5

乙基-2,3,4,6--O-乙酰基-α-D-硫代吡喃葡萄糖苷 56245-73-5

乙基-2,3,4,6--O-乙酰基-β-D-硫代吡喃半乳糖苷 55722-49-1

乙基2,3,4,6--O-乙酰基-β-D-硫代吡喃葡萄糖苷 4160-79-5

乙基-1-硫代-β-D-吡喃半乳糖苷       7473-36-1

乙基-1-硫代-β-D-吡喃半乳糖苷       56245-60-4

 

2-氟代-2-脫氧-1,3,5--O-乙酰基-α-D-呋喃阿拉伯糖   444586-86-1

L-巖藻糖       2438-80-4

熒光素-β-D-吡喃半乳糖苷 102286-67-9

熒光素--β-D-吡喃半乳糖苷   17817-20-8

熒光素--β-D-吡喃葡萄糖苷   129787-66-2

熒光素--β-D-吡喃葡萄糖醛酸甲酯      

熒光素--2-乙酰氨基-2-脫氧-β-D-吡喃葡萄糖苷 

6--3-吲哚基-β-D-吡喃半乳糖苷    207727-11-5

D-果糖-16-二磷酸三鈉鹽 81028-91-3

十七烷基-2-乙酰氨基-2-脫氧-β-D-吡喃葡糖苷      262856-90-6

十七烷基-2,3,4,6---乙酰基-β-D-吡喃氨基葡萄糖苷       585.77

七烷基-2-乙酰氨基-2-脫氧-β-D-吡喃葡糖苷   20818-25-1

七烷基-2,3,4,6---乙酰基-β-D-吡喃氨基葡萄糖苷   115431-24-8

庚烷基-β-D-吡喃葡萄糖苷 78617-12-6

庚烷基-β-D-硫代吡喃葡萄糖苷 85618-20-8

十六烷基-2-乙酰氨基-2-脫氧-β-D-吡喃葡糖苷      115414-49-8

十六烷基-2,3,4,6---乙酰基-β-D-吡喃氨基葡萄糖苷       115414-47-6

十六烷基-β-D-吡喃葡糖苷

十六烷基-β-D-麥芽糖苷    98064-96-1

己基-2-乙酰氨基-2-脫氧-β-D-吡喃葡糖苷      190912-49-3

己基-2,3,4,6---乙酰基-β-D-吡喃葡萄糖苷       172945-26-5

己基-β-D-吡喃葡糖苷 59080-45-4

己基-β-D-麥芽糖苷    870287-95-9

己基-β-D-硫代吡喃葡萄糖苷    85618-19-5

4-甲基-6-十六酰氨基香豆素-β-D-吡喃半乳糖苷    94452-17-2

8-羥基喹啉基-β-D-吡喃半乳糖苷     113079-84-8

8-羥基喹啉基-β-D-吡喃葡萄糖苷     29266-96-4

8-羥基喹啉基-β-D-吡喃葡萄糖醛酸鈉鹽 207728-71-0

異丙基-2-乙酰氨基-3,4,6--O-乙酰基-2-脫氧-β-D-吡喃葡萄糖苷      7772-85-2

1,2-O-異亞丙基-α-D-呋喃葡萄糖苷  18549-40-1

I8001      吲哚-1,3-雙醋酸鹽       148565-57-5

I8004      3-吲哚基-β-D-吡喃半乳糖苷     126787-65-3

I8005      3-吲哚基-β-D-吡喃葡萄糖苷     487-60-5

I8006      3-吲哚基-β-D-吡喃葡萄糖醛酸

I8007      3-吲哚基-β-D-吡喃葡萄糖醛酸環己銨鹽       35804-66-1

I8008      3-吲哚基-β-D-吡喃葡萄糖醛酸鈉鹽 119736-51-5

I8009      3-吲哚基-2-乙酰氨基-2-脫氧-β-D-吡喃半乳糖苷  

I8010      3-吲哚基-2-乙酰氨基-2-脫氧-β-D-吡喃葡萄糖苷  

I8011      3-吲哚基-β-D-吡喃半乳糖苷-6-硫酸鈉鹽

I8012      5--3-吲哚基-β-D-吡喃半乳糖苷   

I8013      5--3-吲哚基-β-D-吡喃半乳糖苷-6-硫酸鈉鹽      

I8014      4-異硫氰基苯基-β-D-吡喃葡萄糖苷 20581-41-3

L8001            133310-19-7

M0001    4-甲氧基苯基-β-D-吡喃半乳糖苷     3150-20-7

M0002    4-甲氧基苯基-β-D-吡喃葡萄糖苷     6032-32-2

M0003    4-甲氧基苯基-2,3,4,6

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