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L9750

Sigma-Aldrich

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
Beilstein:
1728928
EC Number:
214-698-1
MDL number:
MFCD00065942
UNSPSC Code:
12352209
PubChem Substance ID:
24896460
NACRES:
NA.26

Assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white to off-white

storage temp.

−20°C

SMILES string

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

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

InChI key

VWHGTYCRDRBSFI-ZETCQYMHSA-N

Gene Information

human ... SLC15A1(6564)

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Amino Acid Sequence

Leu-Gly-Gly

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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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