Specifications
- Purity
- ≥98% (GC)
- Appearance
- White to light brown powder
- Identity
- 1H-NMR
Properties
- Solvents
- Soluble in chloroform.
- Melting Point
- 143 °C
Available from stock
7-(Diethylamino)-4-(hydroxymethyl)coumarin
- SKU
- D1014
Category: Fluorescent Detection
- Synonyms
- 7-(diethylamino)-4-(hydroxymethyl)-2H-chromen-2-one, DEACM, DEACM-OH
- 54711-38-5
- CAS-Number
- C14H17NO3
- Molecular Formula
- 247.29
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- RT
- Long Term Storage
- RT
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at RT.
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
- GHS Symbol
- GHS07
- Signal word
- Warning
- Transportation
- Not dangerous goods
- Description
- 7-(Diethylamino)-4-(hydroxymethyl)coumarin (DEACM) is a photolabile compound that emits fluorescence upon irradiation and is used in analytical chemistry as a fluorescent probe. The photocleavable nature of DEACM facilitates its use as a photolabile protecting group for "Caged" bioactive molecules. The "caging" of bioactive molecule with photolabile protecting groups in particular has proven to be a useful tool in biochemical research. Caged compounds in which bioactive substances are inactivated with photolabile protecting groups and can be activated by UV or visible light photoirradiation. DEACM has been successfully applied for caging a wide variety of functional groups. It also has been used as a near infrared (NIR) light responsive chromophore.
- Smiles
- CCN(CC)C1=CC2=C(C=C1)C(=CC(=O)O2)CO
- InChi Key
- NMZSXNOCNJMJQT-UHFFFAOYSA-N
- References
- (1) A.V. Pinheiro, et al., Nucl. Acids Res. 36, e90 (2008) , (2) B.N. Goguen, et al., JACS 133, 11038 (2011) , (3) Y. Liang, et al., Biomaterials 100, 76 (2016) , (4) J. Font, et al., eLife 6, e23545 (2017) , (5) J. Ma, et al., Molecules 25, 5325 (2020) , (6) H.-M. Hung, et al., ACS Chem. Biol. 17, 11 (2022)
7-(Diethylamino)-4-(hydroxymethyl)coumarin (DEACM) is a photolabile compound that emits fluorescence upon irradiation and is used in analytical chemistry as a fluorescent probe. The photocleavable nature of DEACM facilitates its use as a photolabile protecting group for “Caged” bioactive molecules. The “caging” of bioactive molecule with photolabile protecting groups in particular has proven to be a useful tool in biochemical research. Caged compounds in which bioactive substances are inactivated with photolabile protecting groups and can be activated by UV or visible light photoirradiation. DEACM has been successfully applied for caging a wide variety of functional groups. It also has been used as a near infrared (NIR) light responsive chromophore.
Additional information
| Synonyms | 7-(diethylamino)-4-(hydroxymethyl)-2H-chromen-2-one, DEACM, DEACM-OH |
|---|---|
| Purity | ≥98% (GC) |
| Appearance | White to light brown powder |
| CAS-Number | 54711-38-5 |
| Molecular Formula | C14H17NO3 |
| Molecular Weight | 247.29 |
| Identity | 1H-NMR |
| Solvents | Soluble in chloroform. |
| Melting Point | 143 °C |
| Smiles | CCN(CC)C1=CC2=C(C=C1)C(=CC(=O)O2)CO |
| InChi Key | NMZSXNOCNJMJQT-UHFFFAOYSA-N |
| Shipping | AMBIENT |
| Short Term Storage | RT |
| Long Term Storage | RT |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at RT. |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
| GHS Symbol | GHS07 |
| Signal word | Warning |
| Transportation | Not dangerous goods |
| References | (1) A.V. Pinheiro, et al., Nucl. Acids Res. 36, e90 (2008), (2) B.N. Goguen, et al., JACS 133, 11038 (2011), (3) Y. Liang, et al., Biomaterials 100, 76 (2016), (4) J. Font, et al., eLife 6, e23545 (2017), (5) J. Ma, et al., Molecules 25, 5325 (2020), (6) H.-M. Hung, et al., ACS Chem. Biol. 17, 11 (2022) |
| Quantity | 250 mg, Bulk |
