Saccharopine

Modify Date: 2025-08-23 22:44:17

Saccharopine Structure
Saccharopine structure
Common Name Saccharopine
CAS Number 997-68-2 Molecular Weight 276.28600
Density 1.333g/cm3 Boiling Point 537.2ºC at 760mmHg
Molecular Formula C11H20N2O6 Melting Point N/A
MSDS Chinese USA Flash Point 278.7ºC

 Use of Saccharopine


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].

 Names

Name L-saccharopine
Synonym More Synonyms

 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
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
InChIKey ZDGJAHTZVHVLOT-YUMQZZPRSA-N
SMILES NC(CCCCNC(CCC(=O)O)C(=O)O)C(=O)O

 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  0

DownStream  2

 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%

 Articles35

More 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...

 Synonyms

L-SACCHAROPINE
L-Saccharopine
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