N-acetyl-L-Cysteine amide (Synonyms: N-Acetylcysteine amide, NACA) |
| رقم الكتالوجGC44301 |
ن-أسيتيل-L-سيستئين أميد هو مضاد أكسدة ثايل يخترق الغشاء الخلوي وحاجز دماغ الدم، وهو عامل حماية للأعصاب يقلل إنتاج جذور الأكسدة.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 38520-57-9
Sample solution is provided at 25 µL, 10mM.
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N-acetyl-L-Cysteine amide (NACA) is a novel antioxidant, the amide form of N-acetylcysteine (NAC), due to its permeability through both cellular and mitochondrial membranes [1]. N-acetylcysteine amide permeates cellular and mitochondrial membranes, crosses the blood-brain barrier [1,2] and has higher radical scavenging ability, metal chelating activity and reducing power than NAC [3].
N-acetyl-L-Cysteine amide protects neurons and dopaminergic cells from oxidative stress in tissue cultures and lipid peroxidation in neuronal cell lines [4,5]. N-acetyl-L-Cysteine amide (750 µM) protected the PC12 cells from glutamate toxicity by slightly decreasing the bleb formation on neurites, and increased the PC12 cell GSH level [5]. N-acetyl-L-Cysteine amide protected PC12 cells against glutamate cytotoxicity by decreasing the glutamate-induced ROS accumulation [5]. N-acetylcysteine amide (1 mM) prevents METH-induced oxidative stress in human brain microvascular endothelial (HBMVEC) cells [6].
In moderate TBI, N-acetyl-L-Cysteine amide treatment improves mitochondrial bioenergetics, cognitive function, cortical tissue sparing and reduces lipid peroxidation product 4-hydroxynonenal compared to NAC or vehicle treated rats [7]. In acute spinal cord injury, N-acetyl-L-Cysteine amide (150 or 300 mg/kg/day) treatment improves mitochondrial bioenergetics, maintains mitochondrial glutathione and improves tissue sparing and hind limb function [8].
References:
[1]. Grinberg L, Fibach E, Amer J, et al. N-acetylcysteine amide, a novel cell-permeating thiol, restores cellular glutathione and protects human red blood cells from oxidative stress[J]. Free Radical Biology and Medicine, 2005, 38(1): 136-145.
[2]. Offen D, Gilgun‐Sherki Y, Barhum Y, et al. A low molecular weight copper chelator crosses the blood-brain barrier and attenuates experimental autoimmune encephalomyelitis[J]. Journal of neurochemistry, 2004, 89(5): 1241-1251.
[3]. Ates B, Abraham L, Ercal N. Antioxidant and free radical scavenging properties of N-acetylcysteine amide (NACA) and comparison with N-acetylcysteine (NAC)[J]. Free radical research, 2008, 42(4): 372-377.
[4]. Bahat‐Stroomza M, Gilgun‐Sherki Y, Offen D, et al. A novel thiol antioxidant that crosses the blood brain barrier protects dopaminergic neurons in experimental models of Parkinson's disease[J]. European Journal of Neuroscience, 2005, 21(3): 637-646.
[5]. Penugonda S, Mare S, Goldstein G, et al. Effects of N-acetylcysteine amide (NACA), a novel thiol antioxidant against glutamate-induced cytotoxicity in neuronal cell line PC12[J]. Brain research, 2005, 1056(2): 132-138.
[6]. Zhang X, Banerjee A, Banks W A, et al. N-Acetylcysteine amide protects against methamphetamine-induced oxidative stress and neurotoxicity in immortalized human brain endothelial cells[J]. Brain research, 2009, 1275: 87-95.
[7]. Pandya J D, Readnower R D, Patel S P, et al. N-acetylcysteine amide confers neuroprotection, improves bioenergetics and behavioral outcome following TBI[J]. Experimental neurology, 2014, 257: 106-113.
[8]. Patel S P, Sullivan P G, Pandya J D, et al. N-acetylcysteine amide preserves mitochondrial bioenergetics and improves functional recovery following spinal trauma[J]. Experimental neurology, 2014, 257: 95-105.
| Cell experiment [1]: | |
|
Cell lines |
PC12 cells |
|
Preparation Method |
PC12 cells were plated at a density of 25 × 103 cells/well in a 24-well collagen-coated plate for morphological assessment. The plate was divided into five groups in triplicate: (1) control: no glutamate, no N-acetyl-L-Cysteine amide (NACA); (2) Nerve growth factor (NGF) control: NGF (100 ng/ml), no glutamate, no NACA; (3) NACA only: NGF (100 ng/ml), no glutamate, NACA (750 µM); (4) glutamate only: NGF (100 ng/ml), glutamate (10 mM), no NACA; and (5) Glu + NACA: NGF (100 ng/ml), glutamate (10 mM), NACA (750 µM). All wells received 100 ng/ml NGF every other day, except Group I. After 1 week, cells were treated or not (control) with 10 mM glutamate, with or without NACA, for 24 h. Twenty-four hours later, the cells were fixed with 0.5% (v/v) glutaraldehyde in PBS and micropictures were taken. |
|
Reaction Conditions |
750 µM for 24 h |
|
Applications |
The addition of N-acetyl-L-Cysteine amide protected the PC12 cells from glutamate toxicity by slightly decreasing the bleb formation on neurites. |
| Animal experiment [2]: | |
|
Animal models |
Adult male Sprague-Dawley rats |
|
Preparation Method |
In order to access tissue sparing following Traumatic brain injury (TBI), rats were randomly divided into three groups: (I.) N-acetyl-L-Cysteine amide (NACA) loaded pump (18.5 mg/kg/hr) and a single 150 mg/kg bolus intraperitoneal (IP) injection of NACA given (30 min post-injury) (II.) N-acetylcysteine (NAC) (18.5 mg/kg/hr) loaded pump and a single 150 mg/kg bolus injection of NAC given IP (30 min post-injury) (III.) Vehicle loaded pump and single vehicle bolus injection given IP (30 min post-injury). Following random distribution of all animals into one of the three previous groups, experimenters were blinded to treatment group. |
|
Dosage form |
loaded pump (18.5 mg/kg/hr) and a single 150 mg/kg, IP |
|
Applications |
N-acetyl-L-Cysteine amide treatment improved cognitive outcome following TBI as demonstrated by the significant improvements in distance traveled to goal as measured using the Morris Water Maze task. |
|
References: [1]: Penugonda S, Mare S, Goldstein G, et al. Effects of N-acetylcysteine amide (NACA), a novel thiol antioxidant against glutamate-induced cytotoxicity in neuronal cell line PC12[J]. Brain research, 2005, 1056(2): 132-138. | |
| Cas No. | 38520-57-9 | SDF | |
| المرادفات | N-Acetylcysteine amide, NACA | ||
| Canonical SMILES | SC[C@H](NC(C)=O)C(N)=O | ||
| Formula | C5H10N2O2S | M.Wt | 162.2 |
| الذوبان | DMF: 50 mg/mL,DMSO: 50 mg/mL,Ethanol: 50 mg/mL,PBS (pH 7.2): 30 mg/mL | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
||
| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 6.1652 mL | 30.8261 mL | 61.6523 mL |
| 5 mM | 1.233 mL | 6.1652 mL | 12.3305 mL |
| 10 mM | 0.6165 mL | 3.0826 mL | 6.1652 mL |
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- Purity: >98.00%
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Average Rating: 5 (Based on Reviews and 40 reference(s) in Google Scholar.)
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