Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

19565

Sigma-Aldrich

(6S)-5,6,7,8-Tetrahydro-L-erythro-biopterin sulfate

≥96% (HPLC), powder or crystals

Synonym(s):

(6S)-2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-4-tetrahydro-(1H)-pteridinone sulfate salt

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C9H15N5O3 · xH2SO4
CAS Number:
109784-74-9
Molecular Weight:
241.25 (free base basis)
MDL number:
MFCD07375456
UNSPSC Code:
12352204
PubChem Substance ID:
329751918
NACRES:
NA.32

product name

(6S)-5,6,7,8-Tetrahydro-L-erythro-biopterin sulfate, ≥96% (HPLC)

Quality Level

100

assay

≥96% (HPLC)

form

powder or crystals

storage temp.

−20°C

SMILES string

O=C1C2=C(NC[C@]([C@@H](O)[C@@H](O)C)([H])N2)NC(N)=N1.O=S(O)(O)=O

InChI

1S/C9H15N5O3.H2O4S/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7;1-5(2,3)4/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17);(H2,1,2,3,4)/t3-,4-,6-;/m0./s1

InChI key

YCBVHESKFWFUMG-NXYGYYFTSA-N

Biochem/physiol Actions

Important metabolite of the folate biosynthesis pathway. Stereochemistry of biopterin cofactor, tetrahydrobiopterin biosynthesis, regeneration and functions.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

S Matsuura et al.
Journal of biochemistry, 98(5), 1341-1348 (1985-11-01)
The structure of (-)-tetrahydrobiopterin, the cofactor for phenylalanine, tyrosine, and tryptophan hydroxylases, was determined as (6R, 1'R, 2'S)-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin by X-ray crystallographic analysis. The CD spectra of (-)-tetrahydrobiopterin exhibits a negative Cotton effect at 290-240 nm in pH 3.2 solution. The
B Thöny et al.
The Biochemical journal, 347 Pt 1, 1-16 (2000-03-23)
Tetrahydrobiopterin (BH(4)) cofactor is essential for various processes, and is present in probably every cell or tissue of higher organisms. BH(4) is required for various enzyme activities, and for less defined functions at the cellular level. The pathway for the

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service