| Size | Price | Stock | Qty |
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| 5mg |
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| 10mg |
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| ln Vitro |
1. Metabolic Engineering Strategies:
- The literature employed metabolic engineering to modify Saccharomyces cerevisiae, constructing a strain capable of efficiently producing S-adenosyl-L-methionine (SAMe) from DL-methionine. Key modifications included: - Overexpression of the SAM2 gene (encoding a feedback inhibition-insensitive SAM synthase) to enhance SAMe synthesis capacity; - Knockout of ADH1 and ADH4 genes (alcohol dehydrogenases) to reduce carbon source diversion; - Optimization of the DL-methionine transport system to improve precursor utilization. The final engineered strain achieved a SAMe yield of 3.2 g/L in shake-flask culture, a 2.8-fold increase compared to the wild-type strain [1]. 2. Fermentation Condition Optimization: - Using a fed-batch fermentation strategy in a 5 L fermenter with the addition of DL-methionine (50 mM) and an ATP regeneration system (glucose concentration maintained at 20 g/L), the SAMe yield was further increased to 4.7 g/L, with a space-time yield of 0.12 g/(L·h). The purity of SAMe in the fermentation broth was determined by HPLC to be 98.6% [1]. 3. Product Separation and Purification: - Ion exchange chromatography (strongly acidic resin) combined with gel filtration chromatography was used to purify SAMe from the fermentation broth, achieving an overall recovery rate of 78%. The final product met pharmaceutical-grade standards (purity > 99.5%) [1]. |
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| References | |
| Additional Infomation |
See also: Ademetionine (Note moved to).
|
| Molecular Formula |
C₁₅H₂₂N₆O₅S
|
|---|---|
| Molecular Weight |
398.44
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| Exact Mass |
570.156
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| CAS # |
17176-17-9
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| Related CAS # |
S-Adenosyl-L-methionine tosylate;52248-03-0
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| PubChem CID |
9865603
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| Appearance |
Off-white to light yellow solid powder
|
| LogP |
1.339
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| Hydrogen Bond Donor Count |
4
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| Hydrogen Bond Acceptor Count |
10
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| Rotatable Bond Count |
6
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| Heavy Atom Count |
27
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| Complexity |
527
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| Defined Atom Stereocenter Count |
4
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| SMILES |
C[S+](CCC(C(=O)[O-])N)C[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O
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| InChi Key |
MEFKEPWMEQBLKI-YDBXVIPQSA-N
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| InChi Code |
InChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/t7?,8-,10-,11-,14-,27?/m1/s1
|
| Chemical Name |
2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylsulfonio]butanoate
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| Synonyms |
SAdenosylDLmethionine; S-Adenosyl-DL-methionine; 17176-17-9; DTXSID40169160; 2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylsulfonio]butanoate; Ademetionine (INN); Ademetionine [INN]; Adenosine,5'-[(3-amino-3-carboxypropyl)methylsulfonio]-5'-deoxy-, inner salt (9CI); 2-Amino-4-((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(methyl)sulfonio)butanoate; S Adenosyl DL methionine
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
H2O : ~250 mg/mL (~627.45 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (5.22 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (5.22 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.08 mg/mL (5.22 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.5098 mL | 12.5489 mL | 25.0979 mL | |
| 5 mM | 0.5020 mL | 2.5098 mL | 5.0196 mL | |
| 10 mM | 0.2510 mL | 1.2549 mL | 2.5098 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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