Saccharopine

Names

[ CAS No. ]:
997-68-2

[ Name ]:
Saccharopine

[Synonym ]:
L-SACCHAROPINE
L-Saccharopine

Biological Activity

[Description]:

Saccharopine (L-Saccharopine), a lysine degradation intermediate, is a mitochondrial toxin. Lysine and α-ketoglutarate are converted into Saccharopine by the lysine-ketoglutarate reductase. Saccharopine is then oxidized to α-aminoapidate semialdehyde and glutamate by the saccharopine dehydrogenase. Saccharopine impairs development by disrupting mitochondrial homeostasis[1][2][3].

[Related Catalog]:

Research Areas >> Metabolic Disease

[In Vitro]

Saccharopine accumulation leads to mitochondrial damage and functional loss which is induced by saccharopine dehydrogenase (SDH) mutations of α-aminoadipate semialdehyde synthase (AASS)-1 in C. elegans[1].

[In Vivo]

Saccharopine accumulation induces mitochondrial damage and progressive postnatal growth retardation in Aass mutant mice[1].

[References]

[1]. Zhou J, et, al. The lysine catabolite saccharopine impairs development by disrupting mitochondrial homeostasis. J Cell Biol. 2019 Feb 4;218(2):580-597.

[2]. Leandro J, et, al. Saccharopine, a lysine degradation intermediate, is a mitochondrial toxin. J Cell Biol. 2019 Feb 4;218(2):391-392.

[3]. Papes F, et, al. Lysine degradation through the saccharopine pathway in mammals: involvement of both bifunctional and monofunctional lysine-degrading enzymes in mouse. Biochem J. 1999 Dec 1;344 Pt 2(Pt 2):555-63.

Chemical & Physical Properties

[ Density]:
1.333g/cm3

[ Boiling Point ]:
537.2ºC at 760mmHg

[ Molecular Formula ]:
C₁₁H₂₀N₂O₆

[ Molecular Weight ]:
276.28600

[ Flash Point ]:
278.7ºC

[ Exact Mass ]:
276.13200

[ PSA ]:
149.95000

[ LogP ]:
0.56740

[ Index of Refraction ]:
1.537

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2922499990

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922499990

[ Summary ]:
HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

Articles

Attenuation of autophagic-proteolysis in C2C12 cells by saccharopine.

Mol. Cell Biochem. 410 , 93-100, (2015)

Muscle wasting impairs physical function and leads people to a bedridden state. We previously demonstrated that lysine (Lys) suppresses autophagic-proteolysis through the Akt pathway. However, the eff...

Molecular cloning and expression of human L-pipecolate oxidase.

Biochem. Biophys. Res. Commun. 270(3) , 1101-5, (2000)

In higher eukaryotes L-lysine can be degraded via two distinct routes including the saccharopine pathway and the L-pipecolate pathway. The saccharopine pathway is the primary route of degradation of l...

Lysine catabolism in Haemonchus contortus and Teladorsagia circumcincta.

Exp. Parasitol. 131(1) , 101-6, (2012)

Catabolism of lysine through the pipecolate, saccharopine and cadaverine pathways has been investigated in L3 and adult Haemonchus contortus and Teladorsagia circumcincta. Both enzymes of the saccharo...

Related Compounds

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