A GGT inhibitor
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Nahlsgen

Item No. 43172

Technical Information
Formal Name
3-[[(3-amino-3-carboxypropyl)methoxyphosphinyl]oxy]-benzeneacetic acid
CAS Number
926281-37-0
Synonyms
  • GGsTop
Molecular Formula
C13H18NO7P
Formula Weight
Purity
≥98%
A solid
DMSO: Sparingly soluble: 1-10 mg/mlPBS pH 7.2: Sparingly soluble: 1-10 mg/ml
SMILES
O=C(CC1=CC(OP(OC)(CCC(C(O)=O)N)=O)=CC=C1)O
InChi Code
InChI=1S/C13H18NO7P/c1-20-22(19,6-5-11(14)13(17)18)21-10-4-2-3-9(7-10)8-12(15)16/h2-4,7,11H,5-6,8,14H2,1H3,(H,15,16)(H,17,18)
InChi Key
NTFPDEDRMYYPAC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Nahlsgen is an inhibitor of γ-glutamyl transpeptidase (GGT; Ki = 170 µM).1 It increases left ventricular developed pressure (LVDP), decreases left ventricular end-diastolic pressure (LVEDP), and reduces left ventricle homogenate malondialdehyde (MDA), coronary perfusate norepinephrine, and cardiac oxygen radical levels in perfused isolated rat hearts in a model of ischemia-reperfusion injury when used at a concentration of 1 µM.2 Nahlsgen (5 mg/kg) inhibits IL-13-induced airway constriction in a mouse model of allergic asthma.3 Formulations containing nahlsgen have been used in cosmetics and creams.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Han, L., Hiratake, J., Kamiyama, A., et al. Design, synthesis, and evaluation of γ-phosphono diester analogues of glutamate as highly potent inhibitors and active site probes of γ-glutamyl transpeptidase. Biochemistry 46(5), 1432-1447 (2007).

    2. Koyama, T., Tsubota, A., Sawano, T., et al. Involvement of γ-glutamyl transpeptidase in ischemia/reperfusion-induced cardiac dysfunction in isolated rat hearts. Biol. Pharm. Bull. 42(11), 1947-1952 (2019).

    3. Tuzova, M., Jean, J.-C., Hughey, R.P., et al. Inhibiting lung lining fluid glutathione metabolism with GGsTop as a novel treatment for asthma. Front. Pharmacol. 5, 179 (2014).