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D9754

Sigma-Aldrich

2-Aminoethyl diphenylborinate

97%

Synonym(s):

2-APB, 2-Aminoethoxydiphenyl borate, 2-Aminoethyl diphenyl borate, Diphenylboric acid 2-aminoethyl ester, Diphenylborinic acid, NSC 17107

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€38.00
5 G
€87.60
10 G
€164.00
25 G
€307.00

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1 G
€38.00
5 G
€87.60
10 G
€164.00
25 G
€307.00

About This Item

Linear Formula:
(C6H5)2BOCH2CH2NH2
CAS Number:
524-95-8
Molecular Weight:
225.09
Beilstein:
2942273
EC Number:
208-366-5
MDL number:
MFCD00014823
UNSPSC Code:
12352103
PubChem Substance ID:
57654145
NACRES:
NA.22

€38.00

Please contact Customer Service for Availability
Request a Bulk Order

Quality Level

200

Assay

97%

form

powder

storage temp.

−20°C

SMILES string

NCCOB(c1ccccc1)c2ccccc2

InChI

1S/C14H16BNO/c16-11-12-17-15(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,11-12,16H2

InChI key

BLZVCIGGICSWIG-UHFFFAOYSA-N

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Application

Reactant for:
  • Preparation of apoptotic inducers[1]

  • Activator of the Orai3 (ORAI calcium release-activated calcium modulator 3) protein[2]
  • Inhibits Ca2+ influx through transient receptor potential 2 channels in rat dorsal root ganglion neurons[3]
  • Membrane-permeable SOCE (store operated calcuym entry) inhibitor[4]

Biochem/physiol Actions

Membrane-permeable modulator of intracellular IP3-induced calcium release.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3896
BCCM4346
BCCM1318
BCCK4375
BCCH1285

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Akinobu Z Suzuki et al.
Bioorganic & medicinal chemistry letters, 20(4), 1395-1398 (2010-01-26)
Store-operated calcium entry (SOCE) is an important mechanism for replenishing intracellular calcium stores and for sustaining calcium signaling. We developed a method for synthesis of bisboron compounds that have two borinic acids or their esters in one molecule. These compounds
Mustafa Nazıroğlu et al.
The Journal of membrane biology, 241(2), 69-75 (2011-04-22)
Exposure to oxidative stress causes health problems, including sensory neuron neuropathy and pain. Rotenone is a toxin used to generate intracellular oxidative stress in neurons. However, the mechanism of toxicity in dorsal root ganglion (DRG) neurons has not been characterized.
Velasco-Bejarano, B.; et al.
Synlett, 921-921 (2007)
T Maruyama et al.
Journal of biochemistry, 122(3), 498-505 (1997-11-05)
The effects of a novel membrane-penetrable modulator, 2APB (2-aminoethoxy diphenyl borate), on Ins(1,4,5)P3-induced Ca2+ release were examined. 2APB inhibited Ins(1,4,5)P3-induced Ca2+ release from rat cerebellar microsomal preparations without affecting [3H]Ins(1,4,5)P3 binding to its receptor. The IC50 value (concentration producing 50%
Judith Bergsmann et al.
The Journal of biological chemistry, 286(36), 31565-31575 (2011-07-05)
STIM1 and Orai represent the key components of Ca(2+) release-activated Ca(2+) channels. Activation of Orai channels requires coupling of the C terminus of STIM1 to the N and C termini of Orai. Although the latter appears to be central in
View All Related Papers

Questions

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  1. 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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  2. 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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