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M8527

4-Methylumbelliferyl α-L-fucopyranoside

Name: 4-Methylumbelliferyl &#945;-<SC>L</SC>-fucopyranoside
Brand: SIGMA

fluorogenic, ≥97% (TLC), powder

别名:

4-Methylumbelliferyl alpha-L-fucopyranoside

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关于此项目

经验公式（希尔记法）:

C₁₆H₁₈O₇

化学文摘社编号:

54322-38-2

分子量:

322.31

NACRES:

NA.21

PubChem Substance ID:

24897268

UNSPSC Code:

12352204

EC Number:

259-098-0

MDL number:

MFCD00051218

Beilstein/REAXYS Number:

8160514

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属性

产品名称

4-Methylumbelliferyl α-L-fucopyranoside, ≥97% (TLC)

Quality Level

200

assay

≥97% (TLC)

form

powder

solubility

DMF: 100 mg/mL, clear, colorless to faintly yellow

fluorescence

λ_ex 360 nm; λ_em 449 nm (Reaction product)

storage temp.

−20°C

SMILES string

C[C@@H]1O[C@@H](Oc2ccc3C(C)=CC(=O)Oc3c2)[C@@H](O)[C@H](O)[C@@H]1O

InChI

1S/C16H18O7/c1-7-5-12(17)23-11-6-9(3-4-10(7)11)22-16-15(20)14(19)13(18)8(2)21-16/h3-6,8,13-16,18-20H,1-2H3/t8-,13+,14+,15-,16-/m0/s1

InChI key

CQKHENXHLAUMBH-CRLRYRHBSA-N

说明

General description

Substrate for α-L-fucosidase

Application

4-Methylumbelliferyl α-L-fucopyranoside has been used:

as a substrate in α-L-fucosidase 1 (α-L-FUCA-1) enzyme assays to convert it to the fluorescent product 4-methylumbelliferone (4MU) for finding the distribution of the membrane-associated α-L-FUCA-1 of human sperm
as a fluorogenic substrate in enzyme assays to evaluate the stability of both the seminal plasma and membrane-associated α-l-fucosidase
as a substrate to measure the enzymatic activity of α-L-FUCA-1 of cell extracts from TPC-1, BCPAP, 8505C, and CAL62 cell lines

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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Action of alpha-L-fucoside from Octopus vulgaris hepatopancreas on phospholipid vesicles containing the fucosylated ganglioside FucGM1.

A Giuliani et al.

Glycoconjugate journal, 10(6), 447-452 (1993-12-01)

The behaviour of a highly purified alpha-L-fucosidase (E.C. 3.2.1.51) extracted from octopus hepatopancreas was studied with phospholipid vesicles composed of phosphatidylcholine (PC) and phosphatidylserine (PS) containing the fucosylated ganglioside FucGM1, a potential natural substrate of the enzyme. The substrate recognition

Crypticity and functional distribution of the membrane associated alpha-L-fucosidase of human sperm.

Jennifer J Venditti et al.

Molecular reproduction and development, 74(6), 758-766 (2006-11-30)

Two distinctive isoforms of the enzyme alpha-L-fucosidase are found within human semen in substantial amounts, suggesting specialized functions during reproduction. The membrane-associated isozyme of human sperm cells was previously characterized biochemically, and here we report on its subcellular localization. Intact

Stabilization of membrane-associated alpha-L-fucosidase by the human sperm equatorial segment.