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4-Methylumbelliferyl α-L-fucopyranoside

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

fluorogenic, ≥97% (TLC), powder

Synonym(s):

4-Methylumbelliferyl alpha-L-fucopyranoside

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₈O₇

CAS Number:

54322-38-2

Molecular Weight:

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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Properties

Product Name

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

Quality Segment

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

Description

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

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This Item	M3657	M7633	M3633
Sigma-Aldrich M8527 4-Methylumbelliferyl α-L-fucopyranoside	Sigma-Aldrich M3657 4-Methylumbelliferyl α-D-mannopyranoside	Sigma-Aldrich M7633 4-Methylumbelliferyl α-D-galactopyranoside	Sigma-Aldrich M3633 4-Methylumbelliferyl β-D-glucopyranoside
description ≥97% (TLC)	description ≥97% (HPLC)	description ≥98% (TLC)	description β-glucosidase substrate
assay ≥97% (TLC)	assay ≥97% (HPLC)	assay ≥98% (TLC)	assay ≥99% (HPLC)
solubility DMF: 100 mg/mL, clear, colorless to faintly yellow	solubility pyridine: 20 mg/mL, clear, colorless to faintly yellow	solubility water: 50 mg/mL, clear, colorless to very faintly yellow	solubility DMF: 50 mg/mL, clear, colorless to faintly yellow
Quality Level 200	Quality Level 300	Quality Level 200	Quality Level 200
form powder	form powder	form powder	form powder
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
fluorescence λ_ex 360 nm; λ_em 449 nm (Reaction product)	fluorescence λ_ex 350 nm; λ_em 375 nm (pH 7.0), λ_ex 360 nm; λ_em 449 nm (Reaction product)	fluorescence λ_ex 317 nm; λ_em 374 nm (pH 9.1), λ_ex 360 nm; λ_em 449 nm (Reaction product)	fluorescence λ_ex 360 nm; λ_em 449 nm (Reaction product), λ_ex 316 nm; λ_em 372 nm (pH 9.1)

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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