NBD-dodecanoic acid

• CAS: 96801-39-7
• Catalog Number: ACM96801397
• Category: Main Products
• Molecular Weight: 378.42
• Molecular Formula: C18H26N4O5
• Synonyms: 12-(7-Nitrobenzofurazan-4-ylamino)dodecanoicacid
• IUPAC Name: 12-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]dodecanoicacid
• SMILES: C1=C(C2=NON=C2C(=C1)[N+](=O)[O-])NCCCCCCCCCCCC(=O)O
• InChI: InChI=1S/C18H26N4O5/c23-16(24)10-8-6-4-2-1-3-5-7-9-13-19-14-11-12-15(22(25)26)18-17(14)20-27-21-18/h11-12,19H,1-10,13H2,(H,23,24)
• InChI Key: YPOHVKMXKUSZRL-UHFFFAOYSA-N
• Melting Point: 79 - 81 °C
• Appearance: Beige to brown powder
• Storage: Stored at -20 °C
• Emission Maximum: 530 nm
• Excitation Maximum: 466 nm

Case Study

NBD-dodecanoic Acid as Fluorescent Reporter Substrate for Neutral Ceramidase Activity Assay

Geoffroy, Karen, et al. FEBS letters 579.5 (2005): 1249-1254.

NBD-dodecanoic acid acts as a specific fluorescent detection product for quantifying neutral ceramidase (N-CDase) activity, enabling sensitive analysis of sphingolipid metabolic changes in renal glomeruli during early diabetic nephropathy.
Assay Protocol: Neutral ceramidase hydrolyzes NBD-C12-ceramide to release NBD-dodecanoic acid. Glomerular lysates (50 μg protein) are incubated with 25 μM NBD-C12-ceramide at 37℃ for 2 h. Lipids are extracted with chloroform/methanol (1:1), separated via TLC, and NBD-dodecanoic acid is quantified by fluorescence imaging.
Performance Evaluation: This substrate supports specific, quantitative N-CDase activity measurement (pmol/min/mg protein). In STZ-induced diabetic rats, it accurately detects elevated glomerular N-CDase activity, which correlates with S1P accumulation and early glomerular mesangial cell proliferation. It avoids non-specific interference, facilitating mechanistic studies of sphingolipid metabolism in early diabetic renal injury.

NBD-dodecanoic Acid as Fluorescent Standard for Zebrafish Acid Ceramidase Activity Detection

Rajput, Vijay B., et al. International journal of biological macromolecules 122 (2019): 587-593.

NBD-dodecanoic acid acts as a specific fluorescent reference marker for qualitative verification of zebrafish acid ceramidase (AC) catalytic activity, enabling clear identification of ceramide hydrolysis products in thin-layer chromatography (TLC) assays.
Assay Protocol: Recombinant zebrafish AC expressed in Pichia pastoris GS115 was incubated with C12-NBD-ceramide substrate in assay buffer (pH 5.6) at 37℃ for 90 min. Lipids were extracted with chloroform/methanol, separated on silica gel 60 TLC plates, and observed under UV light. NBD-dodecanoic acid was used as the positive control to confirm product formation.
Performance Evaluation: This fluorescent fatty acid standard presents a stable Rf value of 0.71 on TLC, distinctly separated from the C12-NBD-ceramide substrate (Rf=0.92). It accurately validates the hydrolytic activity of purified zebrafish AC, supporting reliable qualitative analysis of acid ceramidase function in sphingolipid metabolism and lysosomal enzyme research.

Custom Q&A

What is the molecular formula of c12-Nbd, free acid?

The molecular formula of c12-Nbd, free acid is C18H26N4O5.

When was c12-Nbd, free acid created?

c12-Nbd, free acid was created on July 15, 2005.

What is the molecular weight of c12-Nbd, free acid?

The molecular weight of c12-Nbd, free acid is 378.4 g/mol.

What is the InChIKey of c12-Nbd, free acid?

The InChIKey of c12-Nbd, free acid is YPOHVKMXKUSZRL-UHFFFAOYSA-N.

How many hydrogen bond donor counts does c12-Nbd, free acid have?

c12-Nbd, free acid has 2 hydrogen bond donor counts.

What is the XLogP3-AA value of c12-Nbd, free acid?

The XLogP3-AA value of c12-Nbd, free acid is 4.8.

What is the topological polar surface area of c12-Nbd, free acid?

The topological polar surface area of c12-Nbd, free acid is 134?2.

How many rotatable bond counts does c12-Nbd, free acid have?

c12-Nbd, free acid has 13 rotatable bond counts.

Is c12-Nbd, free acid considered canonicalized?

Yes, c12-Nbd, free acid is considered canonicalized.

What is the exact mass of c12-Nbd, free acid?

The exact mass of c12-Nbd, free acid is 378.19031994 g/mol.