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S1634

Sigma-Aldrich

L-Saccharopine

Synonym(s):

ε-N-(L-glutar-2-yl)-L-lysine, N6-(L-1,3-dicarboxylpropyl)-L-lysine

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About This Item

Empirical Formula (Hill Notation):
C11H20N2O6
CAS Number:
997-68-2
Molecular Weight:
276.29
MDL number:
MFCD00056743
UNSPSC Code:
12352200
PubChem Substance ID:
24899487

assay

≥98%

form

powder

color

white

storage temp.

−20°C

SMILES string

N[C@@H](CCCCN[C@@H](CCC(O)=O)C(O)=O)C(O)=O

InChI

1S/C11H20N2O6/c12-7(10(16)17)3-1-2-6-13-8(11(18)19)4-5-9(14)15/h7-8,13H,1-6,12H2,(H,14,15)(H,16,17)(H,18,19)/t7-,8-/m0/s1

InChI key

ZDGJAHTZVHVLOT-YUMQZZPRSA-N

Preparation Note

Prepared enzymatically

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
019H5880V
019H5880
096H7808
043H7814

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J Dancis et al.
American journal of human genetics, 31(3), 290-299 (1979-05-01)
Enzyme assays of skin fibroblasts from five children with familial hyperlysinemia from unrelated families are added to the previous report of three children from two unrelated families. In all instances there was a deficiency in lysine-ketoglutarate reductase, saccharopine dehydrogenase, and
G Tang et al.
The Plant journal : for cell and molecular biology, 23(2), 195-203 (2000-08-06)
Both plants and animals catabolize lysine via saccharopine by two consecutive enzymes, lysine-ketoglutarate reductase (LKR) and saccharopine dehydrogenase (SDH), which are linked on a single polypeptide. We recently demonstrated that Arabidopsis plants possess not only a bifunctional LKR/SDH but in
Guilherme Coutinho de Mello Serrano et al.
FEBS letters, 586(6), 905-911 (2012-03-28)
Lysine degradation through the saccharopine pathway has been shown only in plants and animals. Here, we show that bacteria possess the genes encoding lysine-ketoglutarate reductase (LKR) and saccharopine dehydrogenase (SDH). In Silicibacter, the contiguous lkr and sdh genes are interspersed
C Esmahan et al.
Applied and environmental microbiology, 60(6), 1705-1710 (1994-06-01)
Penicillium chrysogenum L2, a lysine auxotroph blocked in the early steps of the lysine pathway before 2-aminoadipic acid, was able to synthesize penicillin when supplemented with lysine. The amount of penicillin produced increased as the level of lysine in the
A Stepansky et al.
Amino acids, 30(2), 121-125 (2006-03-10)
Lysine is a nutritionally important essential amino acid, whose synthesis in plants is strongly regulated by the rate of its synthesis. Yet, lysine level in plants is also finely controlled by a super-regulated catabolic pathway that catabolizes lysine into glutamate
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