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298360

Sigma-Aldrich

(R)-(−)-3-Hydroxybutyric acid sodium salt

optical purity ee: 99% (GLC)

Synonym(s):

Sodium (R)-3-hydroxybutyrate

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1 G
$169.00

$169.00

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1 G
$169.00

About This Item

Linear Formula:
CH3CH(OH)CH2CO2Na
CAS Number:
13613-65-5
Molecular Weight:
126.09
Beilstein/REAXYS Number:
6118796
MDL number:
MFCD00077788
UNSPSC Code:
12352001
PubChem Substance ID:
24857981
NACRES:
NA.22

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form

solid

Quality Level

200

optical activity

[α]22/D −14°, c = 10 in H2O

optical purity

ee: 99% (GLC)

mp

149-155 °C (lit.)

functional group

hydroxyl

SMILES string

[Na+].C[C@@H](O)CC([O-])=O

InChI

1S/C4H8O3.Na/c1-3(5)2-4(6)7;/h3,5H,2H2,1H3,(H,6,7);/q;+1/p-1/t3-;/m1./s1

InChI key

NBPUSGBJDWCHKC-AENDTGMFSA-M

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Application

(R)-(-)-3-Hydroxybutyric acid sodium salt reacts with crown ether to form a supramolecular complex, which can catalyze the regioselective ring-opening polymerization of (S)-butyrolactone to form (R)-3-hydroxybutyrate oligomers (OHBs).[1]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW3884
MKCV4194
MKCS1395
0000247184
MKCP8743

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Gokel GW
Advances in Supramolecular Chemistry, 7, 61-61 (2001)
Joel S Benjamin et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(1), 125-130 (2016-12-22)
Kabuki syndrome is a Mendelian intellectual disability syndrome caused by mutations in either of two genes (KMT2D and KDM6A) involved in chromatin accessibility. We previously showed that an agent that promotes chromatin opening, the histone deacetylase inhibitor (HDACi) AR-42, ameliorates
Carmen Torres-Esquivel et al.
Frontiers in cellular neuroscience, 14, 547215-547215 (2020-11-12)
Glucose supply from blood is mandatory for brain functioning and its interruption during acute hypoglycemia or cerebral ischemia leads to brain injury. Alternative substrates to glucose such as the ketone bodies (KB), acetoacetate (AcAc), and β-hydroxybutyrate (BHB), can be used
Christopher J Terranova et al.
Cell reports, 37(8), 110044-110044 (2021-11-25)
β-hydroxybutyrate (β-OHB) is an essential metabolic energy source during fasting and functions as a chromatin regulator by lysine β-hydroxybutyrylation (Kbhb) modification of the core histones H3 and H4. We report that Kbhb on histone H3 (H3K9bhb) is enriched at proximal
Philip Mm Ruppert et al.
Life science alliance, 4(10) (2021-08-20)
Various forms of fasting and ketogenic diet have shown promise in (pre-)clinical studies to normalize body weight, improve metabolic health, and protect against disease. Recent studies suggest that β-hydroxybutyrate (βOHB), a fasting-characteristic ketone body, potentially acts as a signaling molecule
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Questions

1–4 of 4 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. What is the solubility of item 298360, (R)-(−)-3-Hydroxybutyric acid sodium salt? Can this compound be dissolved in DMSO?

    1 answer

    1. The solubility of (R)-(−)-3-Hydroxybutyric acid sodium salt was tested in water. It has a solubility of 100 mg/mL in DMSO.

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  4. I'm looking for Pharmaceutical GMP Injectable grade for human use. Could you confirm this material complies?

    1 answer

    1. Hello. Our products are for research use only and should not be used for human use.

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