| Size | Price | Stock | Qty |
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| 10mg |
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| 50mg |
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| 100mg |
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| 250mg |
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| 500mg |
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| Other Sizes |
| ln Vitro |
It is common practice to target glycoproteins and glycans using biotin LC hydrazide (BACH). Compared to biotin hydrazide, it is more sensitive and reactive to carbohydrates [1]. Using glutaraldehyde and biotin LC hydrazide (biotin aminocaproyl hydrazide), a novel DNA biotinylation technique was developed [2].
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| References | |
| Additional Infomation |
biotin aminocaproyl hydrazide (BACH) was synthesized by adding anhydrous hydrazine to N-hydroxysuccinimido-6-(biotinylamido)hexanoate in dry DMF. After removal of DMF, the residue was recrystallized from isopropanol to yield 60% product with melting point 210°C. [1]
In glycoprotein detection, biotin aminocaproyl hydrazide (BACH) showed approximately twice the sensitivity of biotin hydrazide (BHZ) for detecting α1-acid glycoprotein, with linear detection from 1 ng to 25 ng. The improved sensitivity is attributed to the spacer arm that reduces steric hindrance from the deep biotin-binding sites of avidin/streptavidin. [1] Using a streptavidin-peroxidase conjugate, the detection signal with biotin aminocaproyl hydrazide (BACH) was higher than with avidin-peroxidase or the Vectastain ABC reagent. [1] For labeling, mild periodate oxidation (1 mM NaIO4 at 0°C for 30 min) restricted labeling predominantly to sialic acid residues, as neuraminidase treatment reduced the signal by ~90%. Under stronger oxidation (10 mM NaIO4 at ambient temperature or 0°C), significant oxidation and labeling of non-sialic acid sugars occurred. [1] biotin aminocaproyl hydrazide (BACH) was used to label glycoproteins in human red blood cell ghosts, with detection of major glycoproteins from as little as 500 ng total protein. Unoxidized membranes showed no labeling. [1] For DNA labeling, biotin aminocaproyl hydrazide (biotin-X-hydrazide) was reacted with denatured phage DNA using glutaraldehyde (final concentration 1.42% w/v) and a 5:1 weight ratio of biotin hydrazide to DNA. The reaction was incubated at 37°C for 10 minutes. In dot hybridization on nylon membranes, as few as 7.5 pg of DNA were detectable using streptavidin-conjugated alkaline phosphatase. [2] The chemi-bridge probe (CBP) using this labeling method was less sensitive than nick-translated probes (4- to 8-fold) but substantially more sensitive than photobiotin-labeled probes. Under optimal hybridization conditions, the CBP detected 3.0–3.7 pg of target DNA. [2] |
| Molecular Formula |
C16H29N5O3S
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|---|---|
| Molecular Weight |
371.4982
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| Exact Mass |
371.199
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| CAS # |
109276-34-8
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| PubChem CID |
83900
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| Appearance |
White to off-white solid powder
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| Density |
1.188 g/cm3
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| Boiling Point |
777ºC at 760 mmHg
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| Melting Point |
195-196°C
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| Flash Point |
423.7ºC
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| Vapour Pressure |
4.43E-24mmHg at 25°C
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| Index of Refraction |
1.538
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| LogP |
2.518
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| Hydrogen Bond Donor Count |
5
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
11
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| Heavy Atom Count |
25
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| Complexity |
477
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| Defined Atom Stereocenter Count |
3
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| SMILES |
C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCCCCC(=O)NN)NC(=O)N2
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| InChi Key |
IJJWOSAXNHWBPR-HUBLWGQQSA-N
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| InChi Code |
InChI=1S/C16H29N5O3S/c17-21-14(23)8-2-1-5-9-18-13(22)7-4-3-6-12-15-11(10-25-12)19-16(24)20-15/h11-12,15H,1-10,17H2,(H,18,22)(H,21,23)(H2,19,20,24)/t11-,12-,15-/m0/s1
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| Chemical Name |
5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(6-hydrazinyl-6-oxohexyl)pentanamide
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ~31 mg/mL (~83.45 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.58 mg/mL (6.94 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.58 mg/mL (6.94 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.58 mg/mL (6.94 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.6918 mL | 13.4590 mL | 26.9179 mL | |
| 5 mM | 0.5384 mL | 2.6918 mL | 5.3836 mL | |
| 10 mM | 0.2692 mL | 1.3459 mL | 2.6918 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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