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MTOB

Alias: MTOB KMBA MTOB salt4-methylthio 2-oxobutyric acid
Cat No.:V9102 Purity: ≥98%
MTOB sodium is a potent C-terminal binding protein (CtBP) inhibitor.
MTOB
MTOB Chemical Structure CAS No.: 51828-97-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes
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Product Description
MTOB sodium is a potent C-terminal binding protein (CtBP) inhibitor. MTOB sodium alleviates neurological dysfunction and neuroinflammation caused by repetitive brain injury by inhibiting the transactivation activity of CtBP1 and CtBP2. MTOB sodium antagonizes the transcriptional regulatory activity of CtBP1 and CtBP2 in breast cancer/tumor cell lines by excluding their target promoters.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Significant derepression of 40% of CtBP target genes (FGF9, CTNNB1, CEBPB, etc.) in MCF-7 (P<0.05) and 46% of CtBP target genes in MBA-MD-231 (P<0.05) was caused by MTOB sodium (10 mM); this increase in anterior epithelial E-cadherin/vimentin ratio was accompanied by a decrease in anterior mesenchymal CD44/CD24 ratio, with the trend being more pronounced in MCF-7 (P<0.05) [2].
ln Vivo
Neurological Severity Score (NSS) scores are dramatically lowered and the rise in righting reflex time is effectively inhibited by sodium MTOB (860 mg/kg; IP, 1 hour and 18 hours after the first injury) [1].
Animal Protocol
Animal/Disease Models: C57BL/6 mice (traumatic brain injury) [1]
Doses: 860 mg/kg
Route of Administration: intraperitoneal (ip) injection, 1 hour and 18 hrs (hrs (hours)) after the first injury.
Experimental Results: Effectively inhibited the increase in the duration of the righting reflex, and Dramatically reduce NSS scores.
References

[1]. C-terminal binding proteins 1 and 2 in traumatic brain injury-induced inflammation and their inhibition as an approach for anti-inflammatory treatment. Int J Biol Sci. 2020 Feb 4;16(7):1107-1120.

[2]. Genome-wide profiles of CtBP link metabolism with genome stability and epithelial reprogramming in breast cancer. Nat Commun. 2013;4:1449.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H7NAO3S
Molecular Weight
170.16
Exact Mass
170.001
CAS #
51828-97-8
PubChem CID
23696623
Appearance
White to off-white solid powder
Melting Point
>300ºC(lit.)
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Heavy Atom Count
10
Complexity
126
Defined Atom Stereocenter Count
0
SMILES
CSCCC(=O)C(=O)[O-].[Na+]
InChi Key
IFSCKRWNXKWTLR-UHFFFAOYSA-M
InChi Code
InChI=1S/C5H8O3S.Na/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8)/q+1/p-1
Chemical Name
4-Methylsulfanyl-2-oxobutanoic acid sodium salt
Synonyms
MTOB KMBA MTOB salt4-methylthio 2-oxobutyric acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~125 mg/mL (~734.60 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.8768 mL 29.3841 mL 58.7682 mL
5 mM 1.1754 mL 5.8768 mL 11.7536 mL
10 mM 0.5877 mL 2.9384 mL 5.8768 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.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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.

Biological Data
  • NSC95397 and MTOB attenuate neuroinflammation caused by repetitive mild TBI. (A) Experimental timeline. Mice (n = 4 per group) received a single head impact of 0.5 J energy (1xTBI), or two 0.5 J impacts (2xTBI) spaced 24 h apart. The CtBP inhibitor-treated groups were given an i.p. injection of MTOB (860 mg/kg) or NSC95397 (1.5 mg/kg) at 1 h and 18 h after the first injury. (B) LRR durations (mean ± SD) following the first and second head injury were analyzed by t-test. n = 4; *p<0.05, **p<0.01, ***p<0.001. (C) CtBP inhibitors improved neurological deficits in mice receiving repeated mTBI. NSS assessment at 1 h and 18 h was given prior to the administration of the CtBP inhibitors. NSS scores (mean ± SD) were analyzed by two-way ANOVA with Bonferroni post hoc test of significance between individual groups. Asterisk indicate a significant difference between 1xTBI and 2xTBI (***p<0.001) mice; hash symbol indicates a significant difference between 2xTBI and 2xTBI with MTOB treatment, (#p<0.01, ##p<0.01, ###p<0.001); plus symbol indicates a significant difference between the 2xTBI and 2xTBI + NSC95397 groups (+p<0.01, +++p<0.001). (D) NSC95397 and MTOB prevent a further increase in the mRNA expression levels of CtBP target genes in the animal brains experiencing repeated TBI. Brain tissues were collected for mRNA analysis at 72 h after the first injury; results (mean ± SD) were normalized to sham and analyzed by t-test. n = 4; **p<0.01, ***p<0.001. (E) A model for CtBP-mediated transactivation in inflammatory response and immune activation.[1].Li H, et al. C-terminal binding proteins 1 and 2 in traumatic brain injury-induced inflammation and their inhibition as an approach for anti-inflammatory treatment. Int J Biol Sci. 2020 Feb 4;16(7):1107-1120.
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