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Merck
CN

L9750

Leu-Gly-Gly

Synonym(s):

L-leucylglycylglycine, L-Leucyl-glycyl-glycine

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About This Item

Linear Formula:
(CH3)2CHCH2CH(NH2)CONHCH2CONHCH2COOH
CAS Number:
1187-50-4
Molecular Weight:
245.28
UNSPSC Code:
12352209
NACRES:
NA.26
PubChem Substance ID:
24896460
EC Number:
214-698-1
Beilstein/REAXYS Number:
1728928
MDL number:
MFCD00065942

Key Documents

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InChI key

VWHGTYCRDRBSFI-ZETCQYMHSA-N

InChI

1S/C10H19N3O4/c1-6(2)3-7(11)10(17)13-4-8(14)12-5-9(15)16/h6-7H,3-5,11H2,1-2H3,(H,12,14)(H,13,17)(H,15,16)/t7-/m0/s1

SMILES string

CC(C)C[C@H](N)C(=O)NCC(=O)NCC(O)=O

assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white to off-white

storage temp.

−20°C

Gene Information

human ... SLC15A1(6564)

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Biochem/physiol Actions

Leucylglycylglycine (DL-Leu-Gly-Gly) may be used to study the effects of branched-chain di- and tripeptides on cell envelope-associated proteinases (CEPs) activity. L-Leu-Gly-Gly may be used as a substrate to study the kinetics of tripeptide aminopeptidase (EC 3.4.11.4) and other peptidase(s) such as leucylglycylglycine aminopeptidase (EC 3.4.1.3).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBZ6763
BCBG5114V
BCBC7743
1410097
086K1160

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S Kanda et al.
Clinical chemistry, 30(6), 843-846 (1984-06-01)
This is a method for measuring tripeptide aminopeptidase (EC 3.4.11.4) activity in serum. L- Leucylglycylglycine is used as substrate, and the reaction is followed by monitoring the absorbance increase at 340 nm when NAD+ is reduced to NADH in the
María B Espeche Turbay et al.
Journal of agricultural and food chemistry, 57(18), 8607-8611 (2009-09-17)
The cell-envelope-associated proteinase of Lactobacillus delbrueckii subsp. lactis CRL 581 (PrtL) has an essential role in bacterial growth and contributes to the development of the organoleptic properties of hard cheeses and to the release of bioactive health-beneficial peptides from milk
G F Vaeth et al.
Journal of pediatric gastroenterology and nutrition, 1(1), 111-117 (1982-01-01)
The development and distribution of peptidase activity in mucosal homogenates of rat small intestine has been investigated. Substrates used were glycyl-L-leucine (GL), L-seryl-L-methionine (SM), and L-leucyl-glycyl-glycine (LGG). During the first 2 weeks of life there was high peptidase activity toward
L C Masek et al.
Experimental hematology, 22(12), 1203-1209 (1994-11-01)
"Homing" of hematopoietic progenitor cells to the bone marrow occurs during the clinical practice of bone marrow transplantation. Its mechanism is unknown, although adhesive interactions between hematopoietic cells and sinusoidal endothelium in the bone marrow may be implicated. Studies of
Elvira María Hebert et al.
Applied and environmental microbiology, 74(12), 3682-3689 (2008-04-22)
The cell envelope-associated proteinases (CEPs) of the lactobacilli have key roles in bacterial nutrition and contribute to the development of the organoleptic properties of fermented milk products as well, as they can release bioactive health-beneficial peptides from milk proteins. The
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