Secoisolariciresinol monoglucoside | CAS:63320-67-2

Secoisolariciresinol monoglucoside

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Secoisolariciresinol monoglucoside Description

Source:	The seeds of Linum usitatissimum L.
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

BMC Plant Biology 2014, 14:82

Evidence for a Sequential Glucosylation of Secoisolariciresinol (SECO) into Secoisolariciresinol Monoglucoside (SMG) and Diglucoside (SDG) Lignans by the Flax Lu-UGT74S1 (Lu-UGTCL809) UDP-Glycosyltransferase[Reference: WebLink]

CONCLUSIONS:
All UGTs displayed the characteristic plant secondary product glycosyltransferase (PSPG) motif. Five of the UGTs were exclusively expressed in seed and the mRNA transcript expression of two revealed a clear correlation with SDG lignan biosynthesis in developing seed. The seed-specific UGTs were expressed in yeast and the proteins reacted with secoisolariciresinol (SECO) in presence of UDP-glucose. Only Lu-UGTCL809 used SECO as substrate, forming first Secoisolariciresinol monoglucoside (SMG) and then SDG from the SMG intermediate. 3D structural modeling and ligand docking identified the amino acids within the PSPG motif that bind the phosphate and hydroxyl groups of UDP-glucose for both Lu-UGTCL809 (SER357 and Trp355) and Lu-UGTRP250 (Gln351, Ala352 and Gly261). Furthermore, whereas Lu-UGTCL809 binds to SECO by three hydrogen bonds between Cys335 and Gln337 and 4-OH and 3-OCH3 of SECO, Lu-UGTRP250 binds to SECO by a single hydrogen bond between Ala352 and the 9’hydroxyl group of SECO. Binding of Lu-UGTRP250 to the 9’-OH glycosylation site may explain the impaired SECO glucosylation by Lu-UGTRP250 for SMG synthesis.
CONCLUSIONS:
We report the first direct functional evidence for SECO glucosylation by a family 1 UGT.

Product Name	Secoisolariciresinol monoglucoside
Price:
CAS No.:	63320-67-2
Catalog No.:	CFN96682
Molecular Formula:	C₂₆H₃₆O₁₁
Molecular Weight:	524.56 g/mol
Purity:	>=98%
Type of Compound:	Lignans
Physical Desc.:	Powder
Source:	The seeds of Linum usitatissimum L.
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Download:	COA MSDS
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Lignans Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	1.9064 mL	9.5318 mL	19.0636 mL	38.1272 mL	47.659 mL
5 mM	0.3813 mL	1.9064 mL	3.8127 mL	7.6254 mL	9.5318 mL
10 mM	0.1906 mL	0.9532 mL	1.9064 mL	3.8127 mL	4.7659 mL
50 mM	0.0381 mL	0.1906 mL	0.3813 mL	0.7625 mL	0.9532 mL
100 mM	0.0191 mL	0.0953 mL	0.1906 mL	0.3813 mL	0.4766 mL

CFN96711	4,4'-Dihydroxy-3,3',9-trimethoxy-9,9'-epoxylignan	1206464-65-4	374.43	C₂₁H₂₆O₆
CFN98363	Secoisolariciresinol	29388-59-8	362.4	C₂₀H₂₆O₆
CFN96682	Secoisolariciresinol monoglucoside	63320-67-2	524.56	C₂₆H₃₆O₁₁
CFN99722	Secoisolariciresinol Diglucoside	148244-82-0	686.71	C₃₂H₄₆O₁₆
CFN95601	Secoisolariciresinol 9,9'-diacetate	848844-79-1	446.5	C₂₄H₃₀O₈
CFN98956	9,9'-Di-O-(E)-feruloylsecoisolariciresinol	56973-66-1	714.8	C₄₀H₄₂O₁₂
CFN91423	Dihydrocubebin	24563-03-9	358.4	C₂₀H₂₂O₆
CFN70261	Cubebin	1242843-00-0	356.4	C₂₀H₂₀O₆
CFN92963	5,5'-Dimethoxysecoisolariciresinol	1002106-91-3	422.47	C₂₂H₃₀O₈
CFN99379	Ssioriside	126882-53-9	554.6	C₂₇H₃₈O₁₂