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MedKoo Cat#: 565121 | Name: ER-thermo-Yellow

Description:

WARNING: This product is for research use only, not for human or veterinary use.

ER-Thermo-Yellow (BDNCA-346) is a small-molecule fluorescent probe designed for visualizing and quantifying temperature changes specifically in the endoplasmic reticulum (ER). It’s not a therapeutic drug but rather a chemical biology tool. According to its original report (Okabe et al., Nat Commun., 2012, 3:705), ER-Thermo-Yellow exhibits a strong temperature-dependent fluorescence intensity change, with a linear response between 20 °C and 40 °C and a high sensitivity of about −2.2% fluorescence intensity change per °C. In cellular assays, ER-Thermo-Yellow selectively localizes to the ER when used at concentrations around 1 µM, allowing live-cell imaging of localized thermal fluctuations with good photostability and minimal cytotoxicity. It has been used to study ER stress, thermogenesis, and subcellular heat production dynamics in various cell lines.

Chemical Structure

ER-thermo-Yellow
ER-thermo-Yellow
CAS#1445108-32-6

Theoretical Analysis

MedKoo Cat#: 565121

Name: ER-thermo-Yellow

CAS#: 1445108-32-6

Chemical Formula: C27H20BClF5N3O3

Exact Mass: 575.1206

Molecular Weight: 575.73

Elemental Analysis: C, 56.33; H, 3.50; B, 1.88; Cl, 6.16; F, 16.50; N, 7.30; O, 8.34

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
ER thermo Yellow; ER-thermo-Yellow; BDNCA 346; BDNCA346; BDNCA-346;
IUPAC/Chemical Name
(E)-2-chloro-N-(4-(5,5-difluoro-3-(2-hydroxy-5-(trifluoromethoxy)styryl)-1-methyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-10-yl)phenyl)acetamide
InChi Key
KELQILVKLNLBAG-RMKNXTFCSA-N
InChi Code
InChI=1S/C27H20BClF5N3O3/c1-16-13-20(9-6-18-14-21(10-11-23(18)38)40-27(30,31)32)37-26(16)25(22-3-2-12-36(22)28(37,33)34)17-4-7-19(8-5-17)35-24(39)15-29/h2-14,38H,15H2,1H3,(H,35,39)/b9-6+
SMILES Code
ClCC(NC1=CC=C(C(C2=CC=CN2B3(F)F)=C4[N]3=C(/C=C/C5=CC(OC(F)(F)F)=CC=C5O)C=C4C)C=C1)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Sustaining body temperature is of fundamental importance in endothermic animals1,2. At a subcellular level, the mitochondrion is a well-known organelle for non-shivering thermogenesis3. More recently, the sarco/endoplasmic reticulum has also garnered attention as one of the organelles responsible for heat production, mediated by the sarco/endoplasmic reticulum Ca2+-ATPase (Serca) pump4. Temperature measurements within the compartmentalized interior structure of interest, i.e. target-organelle thermometry, are important to monitor the precise dynamics of heat production in cells. For intracellular thermometry, an optical probe called a fluorescent thermometer, which reports small temperature differences as a fluorescent signal, presents a promising tool in terms of spatial resolution5. However, it is still challenging to smoothly control the intracellular locations of these thermometers including dye-doped polymeric particles6,7, quantum-dots8, upconverting particles9, nanodiamond10 and nano-gel particles11, as they either require a micro-injection or often have aggregation problem along with uneven endocytosis and escape from endosomes. Fluorescent proteins as thermosensors12,13 prevail when it comes to targeting ability to organelles, however, their low sensitivity to temperature is considered problematic. Furthermore, laborious procedures such as the construction of a virus vector are unavoidable for effective expression of a fluorescent protein. Scientific Reports volume 4, Article number: 6701 (2014)

Preparing Stock Solutions

The following data is based on the product molecular weight 575.73 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Arai S, Lee SC, Zhai D, Suzuki M, Chang YT. A molecular fluorescent probe for targeted visualization of temperature at the endoplasmic reticulum. Sci Rep. 2014 Oct 21;4:6701. doi: 10.1038/srep06701. PubMed PMID: 25330751; PubMed Central PMCID: PMC4204065.