Thermo Scientific EZ-Link Pentylamine-Biotin is biotin that has been conjugated to pentylenediamine to add a short, amine-terminated spacer to its valeric acid group, providing a simple amine-modified compound for different applications.
Pentylamine Biotin is a compound formed by modification of the valeric acid side chain of biotin with pentane-1,5-diamine. The compound contains terminal primary amine (-NH2), which provides a functional handle for derivatization or conjugation to proteins, surfaces and other molecules. Carbodiimide (EDC) and NHS-ester crosslinker chemistries are most often utilized for covalent modifications involving amino-biotin molecules. The compound is also useful as an amine-alternative to native (carboxylate) biotin for assays and methods that require a biotin standard or blocking step.
Highlights:
- Biotinylation – label molecules and surfaces for assay or affinity purification methods involving avidin or streptavidin probes and resins
- Amine-activated – primary amine can be crosslinked to proteins and material surfaces using EDC and other crosslinkers
- Medium length – spacer arm (total length added to target) is 18.9 angstroms, representing a 6-atom extension of the native biotin valeric acid (and its conversion to a primary amine)
Product Details:
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| Chemical structure of Pentylamine-Biotin. Amine-terminated biotinylation reagents such as this one are often conjugated to carboxyl groups using the crosslinker EDC. For more information, see our review of Carbodiimide Reaction Chemistry. |
| Properties of Pentylamine-Biotin. |
| Alternative names |
Biotin-pentylamine |
| Chemical name |
5-(Biotinamido)pentylamine |
| SMILES structure |
O=C(CCCCC(SC1)C2C1NC(N2)=O)NCCCCCN |
| Molecular formula |
C15H28N4O2S |
| Molecular weight |
328.47 |
| Spacer arm length |
18.9 angstroms |
| Mass added to target |
310.18 daltons (via EDC to a carboxyl group) |
| Form |
White to off-white powder |
| Solubility |
At least 15mg/mL in water |
| Storage conditions |
4°C |
We manufacture biotin reagents to ensure the highest possible overall product integrity, consistency and performance for the intended research applications.
Amino-biotin compounds can be conjugated to functional groups of proteins and other molecules in a variety of ways. The most common method is to crosslink the terminal primary amine to carboxyl groups using EDC carbodiimide crosslinker chemistry. Carboxyl groups (-COOH) occur in aspartate or glutamate residues and the carboxy-terminus of polypeptides. When activated with EDC (Part No. 22890), carboxylates react with amino (–NH2) groups to form amide bonds. Carboxylate molecules and surface materials can be pre-activated using EDC with Sulfo-NHS (Part No. 24510) for subsequent reaction to primary amines (see NHS-ester Chemistry).
Applications:
- Used for colorimetric assays for Factor XIII and cellular transglutaminase (Ref.1)
References:
- Lee, K.Y., Birckbichler, P.J. and Patterson, M.K., Jr. (1988). Clin. Chem. 34, 906-910.
- Liu, Y., et al. (1999) Proc. Natl. Acad. Sci. 96, 14694-14699.
- Cernuda-Morollon, E., et al. (2001) J. Biol. Chem. 276, 35530-35536.
Related Resources:
Biotinylation Reagents Selection Guide
Review of Biotinylation Methods and Applications
Chemistry of Crosslinking (and Labeling Reagents)
Related Products:
EDC (1-Ethyl-3-[3-dimethylaminopropyl]carbodiimide Hydrochloride)
All Biotinylation Reagents
Avidin, Streptavidin, NeutrAvidin Affinity Resins
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