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N-β-alanyldopamine hydrochloride (NBAD hydrochloride)

Cat No.:V72629 Purity: ≥98%
N-β-alanyldopamine HCl (NBAD HCl) is the major analogue of dopamine in the hemolymph.
N-β-alanyldopamine hydrochloride (NBAD hydrochloride)
N-β-alanyldopamine hydrochloride (NBAD hydrochloride) Chemical Structure CAS No.: 58077-93-3
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
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Product Description
N-β-alanyldopamine HCl (NBAD HCl) is the major analogue of dopamine in the hemolymph.
N-beta-alanyldopamine hydrochloride (NBAD hydrochloride; CAS: 58077-93-3) is the major dopamine derivative in insect hemolymph. This endogenous metabolite plays a key role in insect cuticle hardening (sclerotization) and pigment synthesis. It is formed by the conjugation of dopamine with beta-alanine. NBAD hydrochloride is used as a research tool for studying insect physiology, dopamine metabolism, and sclerotization pathways.
Biological Activity I Assay Protocols (From Reference)
Targets
N-beta-alanyldopamine hydrochloride is an endogenous metabolite in insects and serves as a precursor for quinone tanning and sclerotization of the insect cuticle. The compound is recognized by phenoloxidases and other enzymes involved in the sclerotization pathway. No mammalian pharmacological target has been identified for this compound. It is primarily a research tool for insect biochemistry and entomology studies.
ln Vitro
In vitro, N-beta-alanyldopamine hydrochloride is used to study the sclerotization reaction in insect cuticle extracts. It can be oxidized by phenoloxidases to form reactive quinones that cross-link cuticular proteins and chitin. The compound is also used in enzyme kinetics studies of dopamine-N-acetyltransferase and other enzymes involved in catecholamine metabolism in insects. No activity has been reported in mammalian cell-based assays.
ln Vivo
In vivo, N-beta-alanyldopamine hydrochloride is a major catecholamine in insect hemolymph and plays a critical role in cuticle hardening during molting and pupariation. It is not administered as a drug in mammals. The compound has been studied in insect models (e.g., Drosophila melanogaster, Manduca sexta, blowflies) as a regulator of cuticle pigmentation and mechanical properties, but has no documented in vivo effects in mammals.
Enzyme Assay
For in vitro enzyme assays involving N-beta-alanyldopamine hydrochloride, the compound is dissolved in an appropriate buffer (e.g., sodium phosphate buffer, pH 6.0-7.0, or PBS) at concentrations ranging from 0.1-10 mM. Insect enzyme preparations (phenoloxidase, laccase, or cuticle extracts) are incubated with the substrate at room temperature or 30degC for 5-60 minutes. Oxidation products (quinones) are monitored spectrophotometrically at 360-420 nm or by HPLC with electrochemical detection. For kinetic studies, initial velocities are measured at varying substrate concentrations.
Cell Assay
For insect cell culture studies, insect cell lines (e.g., Sf9 or High Five cells) are cultured in TNM-FH or Sf-900 medium at 27degC. Cells are treated with N-beta-alanyldopamine hydrochloride at concentrations of 10-500 microM for 1-24 hours. Cellular responses such as phenoloxidase activation, melanization, or oxidative stress can be assessed by colorimetric assays or Western blotting. For studies of dopamine metabolism, the compound is used as a substrate analog to characterize dopamine-conjugating enzymes.
Animal Protocol
For in vivo studies in insect models, N-beta-alanyldopamine hydrochloride is typically injected into insect larvae or pupae (e.g., Drosophila, Manduca sexta, or Tenebrio molitor) using microinjection (1-10 microL of 1-100 mM solution in saline). Treated insects are observed for cuticle tanning, pigmentation changes, and survival. For biochemical studies, hemolymph is collected and analyzed for NBAD levels by HPLC, and cuticle samples are processed for mechanical testing. No standard protocol exists for mammalian models.
ADME/Pharmacokinetics
N-beta-alanyldopamine hydrochloride is not a drug and no PK parameters have been established in mammals. In insects, NBAD is a major hemolymph component and is rapidly utilized during cuticle sclerotization. As a polar, hydrophilic molecule with multiple hydroxyl and amine groups, it would be expected to have low oral bioavailability, limited blood-brain barrier penetration, and rapid renal elimination if administered to mammals. Detailed PK studies have not been reported.
Toxicity/Toxicokinetics
N-beta-alanyldopamine hydrochloride is an insect catecholamine and not a mammalian toxin at research concentrations. No acute toxicity data is reported for mammals. The compound may cause skin, eye, and respiratory irritation. Standard laboratory safety precautions (gloves, safety glasses, fume hood) should be followed. In insect models, it is a normal hemolymph constituent with defined physiological functions. Not intended for human consumption.
References

[1]. Catecholamines in haemolymph and cuticle during larval, pupal and adult development of Manduca sexta (L.). Insect Biochemistry. Volume 14, Issue 5, 1984, Pages 533-540.

Additional Infomation
This compound is not a drug but an endogenous insect metabolite and research reagent. It has no approved therapeutic status, no clinical trial history, and is not intended for human consumption. N-beta-alanyldopamine hydrochloride is the major dopamine derivative in insect hemolymph and is used in research on insect cuticle sclerotization, pigmentation, dopamine metabolism, and as a tool for studying catecholamine conjugation pathways. Also known as NBAD hydrochloride. Available with ≥99% purity for research use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H17CLN2O3
Molecular Weight
260.717282056808
Exact Mass
260.092
CAS #
58077-93-3
PubChem CID
146681205
Appearance
Off-white to gray solid powder
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
5
Heavy Atom Count
17
Complexity
223
Defined Atom Stereocenter Count
0
SMILES
Cl.O=C(CCN)NCCC1C=CC(=C(C=1)O)O
InChi Key
LLFAHTAIALXURP-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H16N2O3.ClH/c12-5-3-11(16)13-6-4-8-1-2-9(14)10(15)7-8;/h1-2,7,14-15H,3-6,12H2,(H,13,16);1H
Chemical Name
3-amino-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide;hydrochloride
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O: 125 mg/mL (479.44 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 25 mg/mL (95.89 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.8355 mL 19.1777 mL 38.3553 mL
5 mM 0.7671 mL 3.8355 mL 7.6711 mL
10 mM 0.3836 mL 1.9178 mL 3.8355 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.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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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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